Chapter-10 - Carbon and Its Compounds - Sheet Notes
Chapter-10 - Carbon and Its Compounds - Sheet Notes
Fu e Sugar
el ok Wood Bone
Sm
Charcoal Charcoal Charcoal
Oxygen Combustion Light
t He
ea a
H exothermic to factors t
“Although carbon constitutes
only 0.03% of the earth's
crust, it forms an
enormously large number of
Coal
compounds. The number is
10.1 Introduction so large that an entire
Carbon is found in many different compounds. It is in the food you eat, the branch of chemistry, called
clothes you wear, the cosmetics you use and the gasoline that is fuels your organic chemistry, is
car. devoted to the study of
Carbon is the sixth most abundant element in the universe. In addition, carbon and its compounds.”
carbon is a very special element because it plays a dominant role in the
chemistry of life.
Carbon, discovered in prehistory and was known to the ancients, who THE
manufactured it by burning organic material making charcoal. SPOT
Carbon is the most important and widely distributed element on the earth. LIGHT
It is present in the bodies of all living organisms, plant and animals and also Physical properties of the carbon
in several non-living things (e.g. limestone, marble, chalk, etc.). It is present (i) Atomic Number : 6
in air as CO2. (ii) Average Atomic Mass: 12.011 u
(iii) Melting Point: 3823 K (3550°C
It forms the largest number of compounds and above 85% of known com- or 6422°F)
pounds contain carbon. (iv) Boiling Point: 4098 K (3825°C or
6917F)
Compounds of carbon are studied as a separate branch of chemistry known (v) Density: 2.267g/cm3
as organic chemistry. (vi) Position in periodic table: 14th
group ,2nd period.
Its name is derived from the Latin word "Carbo" meaning coal.
(vii) Electronic configuration: 2,4
Carbon constitutes about 0.02 percent of the earth's crust.
Discussion
Except water and cooking utensils (made up of metals, glass/clay or
ceramics), a large number of things such as soaps, detergents, newspaper,
books, furniture (made up of wood and plastic) and various food items are
made up of only compounds of carbon. However, some of the things such
as mugs, cups/plates are usually made up of glass or ceramics while buckets
are made up of metals or plastics.
Conclusion
Carbon family Most of the things we use or consume in our day to day life are made up of
Period Group IV Nature compounds of carbon.
II Carbon Non-metal 10.2 Occurrence
III Silicon Metalloid
Carbon occurs in the earth's crust in the free as well as in the combined
IV Germanium Metalloid
state. In the free state, it occurs as coal, diamond and graphite.
V Tin Metal
VI Lead Metal In the combined state, carbon occurs in :
(i) the atmosphere (as carbon dioxide gas).
(ii) natural water as dissolved carbon dioxide.
(iii) natural gas and petroleum.
(iv) food nutrients like starch, sugar, fats, proteins, vitamins, etc.
(v) carbonates and bicarbonates such as chalk, limestone, marble (CaCO3),
calamine (ZnCO3), washing soda (Na2CO3.10H2O) and baking soda
(NaHCO3).
THE
(vi) Clothing materials like cotton, silk, terylene, rayon etc.
SPOT In fact, for the convenience of study, all compounds are classified into two
LIGHT classes:
Carbon is unique non-metal having (i) organic compounds
widely differing forms and
properties. Mankind has known (ii) inorganic compounds
carbon in the form of charcoal and All organic compounds essentially contain carbon as a constituent.
soot ever since the discovery of fire.
A few examples of useful organic compounds are starch, wax, vinegar,
alcohol, dyes, detergents, soaps, plastics, clothing materials like nylon,
silk, wool and cotton, as well as paper, polythene, perfumes, disinfectants
and medicines.
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10.3 Unique properties of carbon
(1) Carbon has four electrons in its outermost shell and needs to gain or
lose four electrons to attain noble gas configuration. If it were to gain or
lose electrons, It could gain four electrons forming C4– anion. But it would
be difficult for the nucleus with six protons to hold on to ten electrons, that
THE
is, four extra electrons. It could lose four electrons forming C4+ cation. But
it would require a large amount of energy to remove four electrons leaving SPOT
behind a carbon cation with six protons in its nucleus holding on to just two LIGHT
electrons. Carbon overcomes this problem by sharing its valence elec- C ovalent com pounds have low
trons with other atoms of carbon or with atoms of other elements. Not just m elting and low boiling points
carbon, but many other elements form molecules by sharing electrons in because interm olecular forces
this manner. The shared electrons ‘belong’ to the outer shells of both the (cohesive forces) in covalent
atoms and lead to both atoms attaining the noble gas configuration. com poundsarew eaker thanthose
in ionic com pounds. S om e
(2) This type of bond formed by sharing of electrons is called covalent
exception like diam ond and
bond. Covalently bonded molecules are seen to have strong bonds within
graphitew hicharecovalent solids
the molecule, but intermolecular forces are small. This gives rise to the haveveryhighM .P.&B .P
.
low melting and boiling points of these compounds. Since the elec-
trons are shared between atoms and no charged particles are formed,
such covalent compounds are generally poor conductors of electricity.
For example
Let us now take a look at methane, which is a compound of carbon.
Methane is widely used as a fuel and is a major component of bio-gas and
Compressed Natural Gas (CNG). It is also one of the simplest compounds
formed by carbon. Methane has a formula CH4. Hydrogen, as you know,
has a valency of 1. Carbon is tetravalent because it has four valence
THE
electrons. In order to achieve noble gas configuration, carbon shares these
electrons with four atoms of hydrogen as shown below: SPOT
(3) Catenation: Carbon has a unique property that it can join with other
LIGHT
carbon atoms to form carbon-carbon bonds This can result in the formation Elements having same atomic
number but different atomic mass are
of compounds with long chains. This property is called catenation. known as isotopes. Carbon exitsts as
three isotopes Carbon-12, Carbon-13
( 4) Al l ot r opy: I t i s t he phenomenon of exi st ence of an el ement i n t wo
and Carbon -14. Carbon 14 is a
or mor e f or ms whi ch have di f f er ent physi cal pr oper t i es but i dent i cal radioactive isotope.
chemi cal pr oper t i es.
Al l ot r opes of an el ement al ways exi st i n t he same physi cal st at e. For
exampl e, al l t he al l ot r opes of car bon ar e i n sol i d st at e.
Existence of carbon
Carbon
H
x
Free form Combined form
Graphite
Coal Coke Charcoal
Fullerene
LIGHT (i) In graphite, each carbon atom is bonded to three other carbon atoms in
the same plane giving a hexagonal array.
Graphite is prepared artificially by
heating powdered coke mixed with
a little sand and ferric oxide in an
electric furnace. Very weak
van der Waals'
force
Carbon atoms
Covalent
bonds
Layers of carbon
atoms arranged in
rings
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(ii) What is the 'lead' of a pencil made of ?
(1) Clay (2) Graphite
(3) A mixture of clay and graphite (4) None of these
10.5 Amorphous forms of carbon
THE
The word 'amorphous' means 'non crystalline'. So, the non-crystalline
form of carbon is called amorphous carbon. In amorphous carbon, SPOT
the carbon atoms are not arranged in an ordered manner. The packing of LIGHT
carbon atoms in amorphous carbon is quite haphazard.
Graphite, coal and diamond
Carbon exists in seven common amorphous forms: are chemically similar :
1. Charcoal. 2. Lamp black or Carbon black or Soot. When all the three forms are burnt in
atmosphere of oxygen. They produce
3. Coal. 4. Coke same gas, i.e., carbon dioxide which
5. Coal gas 6. Coal tar reveals that the basic builiding block
in all three is carbon.
7. Gas carbon
All these are more or less pure forms of carbon.
(1) Charcoal
Charcoals are formed when organic matter such as wood, vegetable matter
or even bones are heated in absence of air or limited supply of air in order
to break bigger molecules into smaller ones. The process is called destructive
distillation. During this process, the gases and the liquids having low boiling
points escape leaving behind charcoal. Therefore, when a solid organic
compound is subjected to destructive distillation, charcoal is obtained.
Charcoal is black in colour, soft and porous. Since charcoal is porous, it has THE
a large surface area in a small volume, and is therefore used as an adsorbent
to adsorb gases. Depending on their source, there are three types of
SPOT
charcoals, namely, wood charcoal, bone charcoal or animal charcoal, and
LIGHT
Destructive distillation : When
sugar charcoal.
a substance is heated in the absence
of air, the process is called destructive
BUILDING CONCEPTS 10.3 distillation. It results in the
decomposition of the substance,
What is adsorption ?
burning a carbon-rich residue.
Explanation
Adsorption is the property by which a substance collects a thin layer of
another solid, liquid or a gas on its outer surface (for example, ink drops
on a piece of chalk). Adsorption is a surface phenomenon. If a few drops
of ink are dropped in water, and small pieces of charcoal are placed in
this solution, then after about half an hour after stirring, the colour of the
solution or the ink fades. This is because charcoal has adsorbed the particles
of ink. Such a substance, like charcoal, on whose surface adsorption takes
place is called an adsorbent.
(i) Wood Charcoal
Wet clay
Wood charcoal is prepared locally by piling logs of wood one upon another,
leaving a gap in the centre. The pile is then covered with wet clay so as to Logs of
prevent the entry of air. A few holes are left at the bottom of the pile. The wood
wood is then set on fire from the central hole. When the fire builds up, the Air
top hole is covered with an iron sheet and then wet clay. The wood now Fig.9 Charcoal at commercial level
burns in limited supply of air. The heat of burning wood chars the rest of
wood. When the fire dies out, a skeleton of wood pieces in the form of grey
brittle solid is left behind. This is called wood charcoal.
This process of strong heating of wood in absence of air to obtain charcoal
is called destructive distillation.
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Delivery lube
Wood gas
THE
SPOT Wood
LIGHT splinters
Water
A ct i vat e d c h ar coal : The
adsorption capacity of wood Tar
charcoal is increased by heating it
upto 900°C by steam, because it
opens up the pores and increases its
capacity to hold more gas. This
charcoal is called activated charcoal. Fig.10 Destructive distillation of wood in laboratory
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ACTIVE CHEMISTRY 10.4
Aim : To show that wood charcoal adsorbs colouring matter.
Method
Take a glass tumbler, fill it half with water and pour in a few drops of ink.
Colourless water turns blue, meaning that an ink solution has been formed.
Now add a small quantity of charcoal powder to the ink solution and stir
well. After a while you will observe that the blue colour of the ink solution
fades away. This proves that wood charcoal adsorbs ink from the ink solution,
Ink solution
i.e. coloured matter from its solution.
LIGHT (i) Wood charcoal is used in gas-masks to remove poisonous gases and
In chemical wars charcoal masks are
used. This is because charcoal is a fumes.
very good adsorbing agent. It (ii) It is used as a decolourising agent and for purification of water.
adsorbs all the harmful gases which
are released in chemical wars and (iii)Itisusedasafuel.
hence safeguard the lives of soldiers
(iv) It is used as a reducing agent in some metallurgical processes.
and common people.
BUILDING CONCEPTS 10.4
Why charcoal is better fuel than wood ?
Explanation
THE (i) Charcoal does not produce any smoke whereas wood produces a lot
SPOT of smoke.
LIGHT (ii) Charcoal has a higher calorific value than wood. So, it produces more
heat than wood.
Bones of dead animals contain 60%
of calcium phosphate and 40% of (iii) Charcoal is easy to handle because it is more compact fuel.
organic matter. The bones are dried (ii) Animal charcoal
in sun and then crushed to form
powder. It is obtained by destructive distillation of animal bones. It is an impure
form of carbon and contains only 10–12% carbon.
The carbon content of bone charcoal is separated by treating the latter
with hydrochloric acid, which dissolves the calcium phosphate. Carbon is
then filtered out of the solution and in this form it is called bone black or
THE
SPOT ivory black.
Uses of animal charcoal
LIGHT
W hen an im al bon e is bu rnt in (i) Animal charcoal has the property of removing colouring matter from
absence of air th en it yie
ld an solution. It is therefore, used in the purification of brown coloured sugarcane
exce
llentfuelcalledanimalcharcoal.
juice in the manufacture of sugar.
(ii) It is also used as a black pigment for rubber and plastics.
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(iii) Ivory black is used as a black pigment in artistic painting becuase it is
the deepest black.
(iv) It is used to filter aquarium water.
(v) It is used to remove excess fluoride from water which causes tooth decay.
(iii) Sugar charcoal
It is purest form of amorphous carbon. It is prepared by heating sugar in
THE
the absence of air which removes the water from sugar leaving behind the
carbon content. SPOT
Heat
C12H22O11(s) 12C(s) + 11H2O(g) LIGHT
Sugar Sugar Lamp black is a light black powder
charcoal
that is used in our country as Kajal or
It can also be prepared by treating sugar with concentrated sulphuric acid. surma.
Concent rat ed H2SO4 is a dehydrating agent and removes water from sugar.
Conc. H2SO4
C12H22O11 12C + 11H2O
Sugar Sugar
charcoal
Uses of sugar charcoal
(i) It is used as a reducing agent for obtaining metals from their oxides.
(ii)Itisusedasafuel.
(iii) It is used to prepare artificial diamonds.
30 00 3500 C
Sugar charcoal Artificialdiamond
(2) Lamp black
Lamp black is a fine, black pigment containing 98-99% carbon. It is
prepared by burning substances rich in carbon, such as kerosene, petroleum,
turpentine oil, paraffin wax, mustard oil etc. in a limited supply of air. it is
also known as carbon black.
Uses of lamp black
(i) It is used in making black paints, printing ink and shoe polish. Fig.15 Making kajal
(ii) It is used as a black pigment for carbon papers.
(iii) It is used for hardening natural rubber which is then used for making
tyres.
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10.6 Chemical properties of carbon
(1) Reaction with oxygen or air : On being lit, carbon burns in an excess
of oxygen or air to form carbon dioxide.
C + O2 CO2 + heat
In an insufficient supply of air, carbon monoxide is formed.
2C + O2 2CO + heat THE
Carbon monoxide also burns in air to form carbon dioxide. SPOT
2CO + O2 2CO2 + heat LIGHT
A reducing agent should have :
The heat produced in these reactions makes carbon a good fuel. hydrogen that can be given to another
element or compound, or affinity for
(2) Reducing properties : Carbon has a great affinity oxygen. So, it oxygen so that it can remove oxygen
combines with the oxygen present in many compounds, and thus, acts as a from that element of compound.
Carbon has a strong affinity for
reducing agent. oxygen. Hence it acts as a good
Reduction of metal oxides When heated with coke or charcoal, the oxides reducing agent.
heat
ZnO C Zn CO
zinc(II)oxide zinc
heat
Fe 2 O 3 3C 2 Fe 3 CO
iron (III)oxide iron
heat
SnO 2 2C Sn 2 CO
tin(IV)oxide tin
heat
PbO C Pb CO
lead(II)oxide lead
C H 2 O CO H 2
(red hot ) steam
water gas
Primary or Secondary or
Natural fuels Derived fuels
LIGHT Calorific value of a fuel is the amount of heat liberated by complete burning
A fuel is a substance which when of a unit mass or volume of a fuel. For liquid or gaseous fuels, volume of
burnt yields energy in the form of heat
and light. The light illuminates the fuel is considered while for solid fuels mass of fuel is considered to find out
dark and the heat is required for the calorific value.
cooking and various other processes.
The energy released by fuels is Amount of liberated Heat Energy
intially stored inside them in the form Calorific value (KJ/Kg) =
Total mass of fuel
of chemical energy.
Fuel efficiency
The amount of heat energy produced on completely burning one Kilogram
of fuel (in O2) is called the calorific value of a fuel. The more is the calorific
value of a fuel, more is the efficiency of the fuel. The calorific value of the
fuels is expressed in Kilojoules per kilogram (kJ/kg) or kilojoules per gram
(kJ/g). The calorific value of common solids, liquids and gaseous fuels is
given below.
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Calorific value of solid fuels
Fu e l C a lo rific va lu e in k J/ k g
1 . Cow dung ca ke 6000 - 8000
2 . Wood 17000 - 22000
3 . Coa l 25000 - 33000
THE
Calorific value of liquid fuels
SPOT
Fu e l C a lo rific va lu e in k J/ k g LIGHT
1 . P e trol 48000 Ignition temperature : The
2 . Ke rose ne 35000 temperature at which a substance
3 . D ie se l 45000 begins to burn is called its ignition
temperature.
Calorific value of gaseous fuels
Fu e l C a lo rific va lu e in k J/ k g
1. Me tha ne 50000
2. Buta ne (LP G ) 50000
3. CN G 50000
4. Bioga s 35000 - 40000
5. H ydroge n 150000
Huge forests
grew around 300
million years ago
covering most of
the earth
The carbon content of coal depends upon the variety of the coal. The higher
the temperature and pressure of the Earth and longer the coal has been
burried under the Earth, the more is the carbon content in it. So, the different
THE
SPOT varieties of coal are as follows :
LIGHT (1) Peat (2) Lignite (3) Bituminous coal (4) Anthracite coal.
Bituminouscoalisthem ostpopular Peat : It is the youngest variety of coal which is light brown in colour. It
coalusedfordom esticpurpose. contains minimum carbon content and produces less heat and more smoke
on burning. Its calorific value is 10 to 15 kJ/g.
Lignite : It is known as soft coal. It is also brown in colour and contains
more carbon than peat. Its calorific value is 15 to 20 kJ/g.
Bituminous coal : It is the common household coal. It is most abundant
and is compact, black, contains more carbon and produces more heat than
peat and lignite. Its calorific value is 30 to 35 kJ/g.
Anthracite coal : It is the hardest coal containing maximum carbon. It
burns with difficulty due to presence of very low volatile matter. Therefore,
it is not used for household purposes, it is mainly used for industrial purposes.
Its calorific value is 28 to 30 kJ/g.
THE
SPOT
LIGHT
Coal is the most abundant & least
expensive of the fossil fuels.
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Destructive distillation of coal
The process of heating coal in the absence of air is called the destructive
distillation of coal. Coal contain a number of elements such as carbon, THE
hydrogen, oxygen, nitrogen and sulphur. When coal is heated in the absence
of air, a number of products are obtained.
SPOT
The main products obtained by the destructive distillation of coal are as
LIGHT
Them aincom pone ntofcrudeoil is
follows:
hydrocarbon, whichcontainsalot
(1) Coke (2) Coal tar (3) Coal gas of energy.
Boiling tube
C D
Powdered
coal A Coal gas
Burner B
THE
Coal tar
Water SPOT
(This dissolves LIGHT
ammonia to form
Thete rm "P etroleum"w asfirstused
ammonical liquor)
inthetre atiseD eN aturefoss ilium,
Fig.18 Destructive distillation of coal publishe d in 1546 by ge rm an
m ineralogist,G eorgeB auer.
Coke : Coke contains 98 % carbon. It is porous, tough, black and the purest
form of coal. Like charcoal, it is a good fuel and burns without smoke. It is
largely employed as a reducing agent in the extraction of metals from their
ores. It is also used in making fuel gases like water gas and producer gas.
Coal tar (liquid) : Coal tar is a mixture of different carbon compounds.
It is a thick, black liquid with unpleasant smell. The fractional distillation
of coal tar gives many chemical substances which are used in the
preparation of dyes, explosives, paints, synthetics fibers, drugs, and
pesticides. Some of these chemical substances are benzene, toluene, phenol
and aniline. Naphthalene balls used to repel moth and other insects are
also obtained from coal tar.
Note : These days bitumen a petroleum product is used in place of coal
tar for metalling the roads.
Coal Gas : Coal gas is mainly a mixture of hydrogen, methane and carbon Fig.19 Crude oil is also known as
monoxide. The gases present in coal gas are combustible and hence it is an black gold.
excellent fuel. It has high calorific value. It was used for lighting houses,
factories and streets in Mumbai until 1950. It was also used for cooking earlier.
(B) Petroleum
It is dark brownish to green coloured viscous liquid fossil fuel. It has strong
foul smell due to the presence of sulphur containing compounds in it. It is
commonly called as crude oil. The economy of a nation depends to a great
THE
extent on petroleum wealth, that's why petroleum is called the black gold.
Its name is derived from Latin words Petra (meaning rock) and Oleum SPOT
(meaning oil). Thus, petroleum literally means "rock oil".
LIGHT
Origin of petroleum : Petroleum is a complex mixture of solid, liquid and
In India, oil is found in Assam,
gaseous hydrocarbons, mixed with salt water and earthy particles. It is always
G ujarat, Mum bai H igh &in the
found trapped between two impervious rocks.
river basins of Godavari &
It is believed that petroleum is formed by the anaerobic decomposition of K rishna.
extremely small sea animals and plants which got buried in the sea bed
millions of years ago. Let us see how this happened.
OCEAN OCEAN
300-400 million years ago 50-100 million years ago
THE
SPOT Sand & Salt
LIGHT Oil & Gas deposits
O il isoftenrecoveredasaw aterin
oil em ulsion & special chem ical Tiny sea plants and animals Over millions of years, the Today, we drill down
calleddem ulsifiersareus
ed. died and were buried on the remains were buried deeper through layers of sand, slit
ocean floor. Over time, and deeper. The enormous and rock to reach the rock
they were covered by heat and pressure turned formations that contain
layers of slit and sand them into oil and gas oil and gas deposits.
Fig.20 Petroleum and natural gas formation
Successive (3) Paraffin wax, products of petroleum, is used for manufacturing candles,
layers of polishes, waxed paper, water proofing etc.
rock
Layers of (4) Some of the by-products of petroleum after purification are used in
non-porous the preparation of medicines, ointments, face creams and cosmetics.
rocks
Fig.21 Crude oil under the earth's BUILDING CONCEPTS 10.6
surface
What is fractional distillation ?
Explanation
The process by which pure fractions of crude liquid mixture are separated
due to the difference in their respective boiling points is known as fractional
ditillation.Inotherwords,fractionaldistillationisaparticulartypeofrefining.
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LPG
Under 36°C household fuel, also
Petroleum gas used in automobiles
Naphtha
Under 35 to material for plastics
Crude oil tanker and chemical textiles
180°C Naphtha,
Gasoline Gasoline
THE
fuel for cars
SPOT
Kerosene
Under 35 to
250°C Kerosene,
fuel for oil heaters LIGHT
Oil refinery Jet fuel Jet fuel
fuel for plants
Each fraction obtained during
fractional distillation of petroleum is
Under 240
Light oil
not a single hydrocarbon, but the
to 350°C
fuel for diesel cars mixture of a number of hydrocarbons.
Light oil
These hydrocarbons. differ in the
Heavy oil
fuel for ships and
number of carbon atoms present in
Over 350°C to
Heavy oil,
thermal-power plants their molecules.
Asphalt
Asphalt
Crude material to
pave roads
oil
Boiler Distillation tower
Synthetic
Explosive Plastics rubber
Perfumery
Synthetic
fibres
Liquid fuels
Petroleum and
its products
Paraffin
Varnishes, Fig.25 PCRA logo (Petroleum
dyes
Conservation Research Association)
Asphalt
Cooking Spirit
gas Lubricants
Strong heating
CH4 C + 2H2
(Methane) (Carbon) (Hydrogen)
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10.8 Some important hydrocarbons
(1) Methane
Methane is also called marsh gas as it is formed in marshy places due to
the decomposition of vegetable matter under water.
Methane gas is also formed in the intestines of ruminating animals, such as
THE
cows and buffaloes and in the bodies of termites.
Laboratory Preparation of Methane : In the laboratory, methane can SPOT
be prepared by heating a mixture of sodium acetate and soda lime LIGHT
(a mixture of sodium hydroxide and calcium oxide) in a hard glass boiling Methane gas also contributes to
tube as shown in the figure. green house effect just like CO2 gas
But its tendency to absorb heat is 20
times more than CO2 gas.
CH 3 COONa NaOH CH 4 Na 2 CO 3
(Sodium acetate ) (Mixed with CaO ) (Methane ) (Sodium carbonate )
(Soda lim e )
Slurry of cattle
dung and water Outlet for biogas
THE
SPOT
LIGHT Biogas
LPG is used as a damestic fuel. Full
form of LPG is Liquified Petroleum
Gas. Spent slurry
Dung and
water mixture
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Dangers associated with LPG : LPG is an excellent domestic fuel but
if it leaks in air, it forms an explosive mixture because of its inflammable
nature. During leakage of LPG, igniting matchstick in the kitchen may
cause serious accident.
Coke
Precautions while using LPG : (i) Check for any leakage of LPG before
igniting.
(ii) There should be no open flame like burning candle, petromax, etc., Water
near LPG cylinder. Coke gas
Steam
(iii) In case of leakage due to faulty valve, cylinder should be placed in open Steam
space and value should be replaced immediately. inlet
(iv) When LPG is not in use, regulator should be in off position. Hot
air
(v) Periodic check of joints and connections should be made.
Fig.30 water gas producer
(4) CNG [Compressed natural gas]
Nowadays compressed natural gas has become a popular fuel for three
wheelers, cars and buses. It does not cause much pollution and is a relatively
cheap fuel.
Advantages of CNG : (1) It is lead free and its use reduces harmful
emission into the air.
(2) In case of a leakage it rises and gets diffused into the atmosphere, i.e.
THE
it does not form ground hugging puddles as happens in the case of petrol.
Obviously CNG is lighter than air.
SPOT
(3) It has a moderate ignition temperature.
LIGHT
W hensteamispass edoverredhot
(5) Water gas cokethenw ater gas(H 2 +CO) is
When steam is passed over white hot coke, at temperature above form edw hichisusedasafuel in
1000 °C, carbon monoxide and hydrogen are formed. The mixture of industries.
C+ H 2O C O+H 2
carbon monoxide and hydrogen is called water gas.
C okesteam (w atergas)
1000°C CO + H2
C + H2O
coke steam
water gas
Since carbon monoxide and hydrogen are both combustible, water gas
makes a useful fuel. Burning coke is first made white hot by forcing air
through it. This process is called air run. The air is then cut off and steam
is allowed to pass through the hot coke. This process is called steam run.
Water gas is produced only during the steam run. After a short while, the
steam is shut off and the coke is reheated by another blast of air. This back
THE
and forth process is continued until the entire coke is used up.
(6) Producer gas
SPOT
Producer gas is a mixture of carbon monoxide and nitrogen. It is prepared
LIGHT
W henair ispas sed over re
d hot
when air is passed over white hot coke at about 1000°C. There are mainly cokethenproducergas(N 2+ CO)is
two components of air i.e., oxygen and nitrogen. These components react form ed,w hichisals
ousedasafue l
with carbon as follows : inindustries.
(a) Reaction in lower region : In the lower region, oxygen and nitrogen
mainly reacts with coke to form a complete combustion product i.e., carbon
dioxide. Nitrogen doesn't react but is present along.
C [O 2 N 2 ] CO 2 N 2 Heat
Re d hot From air
coke
[CO 2 N 2 ] C [2CO N2 ]
Pr oducergas
THE
SPOT Producer gas is inferior to water gas : (1) Low grade coal is used for
the manufacture of producer gas.
LIGHT (2) It consists of nitrogen which is a non-combustible gas.
Com bustioncantakeplaceinthe
absence of air if, the re is the (3) Only one-third of it is combustible and hence calorific value declines.
presence of som e other oxidising Uses of producer gas : (i) Used as a fuel.
agent like C hlorine B rom ine,
Potas
sium chlorate. (ii) In metallurgical operations.
(iii) In the manfacture of glass and steel.
(iv) As a substitute for petrol.
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ACTIVE CHEMISTRY 10.6
Aim
To differentiate between combustible and non-combustible materials.
Method THE
Collect some materials like straw, matchsticks, kerosene oil, paper, iron SPOT
nails, stone pieces, glass, etc. LIGHT
It is not essential that light energy
Under the supervision of your teacher try to burn each of these materials must be produced during
one by one. If combustion takes place mark the material combustible, combustion. Eg.- Light energy is not
produced during combustion of food.
otherwise mark it as non-combustible.
Observation
Combustible and non-combustible substances
Material Combustible Non-combustible
Wood
Paper
Iron nails
Kerosene
Stone piece
Straw
Charcoal
Matchsticks
Glass
Conclusion
So, we can conclude that for the combustion, there must be a combustible
substance.
Conditions required for combustion Fig.31 Combustion is an exothermic
Now, let us study the conditions under which combustion takes place with process
the help of following activities.
Fig.32 InIn
Fig.2 combustion of food,
combustion energy
of food,
releases in the form of ATP.
Ign
(iii) Finally, put a glass plate over the chimney [Fig.3(c)]. Watch the flame
itio
n
again. What happens in the three cases? Does the flame flicker ?
ge
nt
xy
Does it flicker and give smoke? Does it burn unaffected? Can you
em
ro
infer anything at all about the role played by air in the process of
pe
ro
Fire
rat
Ai
burning?
ure
Observation
Combustible substance
(
i
) The candle burns in case (a) when air can enter the chimney.
Fig.34 Conditions necessary for
(
ii
) In case (b); when air cannot enter the chimney, the flame flickers and
combustion
produces smoke.
(iii) In case (c), the flame finally goes off because the air is not available at
all.
Conclusion
Air is necessary for combustion.
2. (
i) Methane gas (
ii
) Producer gas
(iii) Marsh gas
burning
2Mg + O2 2MgO + heat + light
(iii) Methane burns in oxygen to produce carbon dioxide, water and heat.
burning
CH4 + 2O2 CO2 + 2H2O + heat
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1 - Blue zone
Fig.39 Unburnt carbon present in the luminous zone deposits on the glass plate.
(
ii
) Hold it there with a pair of tongs for about 10 seconds. Then remove
it. What do you observe ?
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Observation
You will observe a circular grey (black) ring formed in the glass slide, such that
there is no deposition of soot in the middle of ring. The black colour is due to
deposition of unburnt carbon particles in the luminous zone of the flame.
Conclusion
The centre of the ring does not have any carbon particles, because this part
was over dark inner zone, which does not have unburnt carbon particles.
Deposition of unburnt carbon particles occur in the luminous zone of the flame.
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(i) Soda-acid fire extinguisher : It contains sodium bicarbonate and
sulphuric acid in separate chambers. The extinguisher consists of a metallic
cylinder filled up to two-thirds with a saturated solution of sodium bicarbonate.
A sealed glass bottle containing concentrated solution is kept inside the
cylinder. When the apparatus has to be used, the cylinder is inverted and
made to hit the floor. As a result, the two chemicals come in contact with
each other and the carbon dioxide gas is produced. The gas comes out in Safety pin
Nozzle Handle
the form a solution through the nozzle with a great force. It spreads over Pressure
the fire and cuts off the supply of oxygen to it and hence the fire is gauge
extinguished. High pressure
gas generator
2NaHCO3 + H2SO4 Na2SO4 + 2H2O + 2CO2(g)
(Sodium (Dilute sulphuric (Sodium sulphate) Dry chemical
(carbon dioxide)
bicarbonate) acid) or water
(ii) Foam-type fire extinguisher : It contains aluminium sulphate and
sodium bicarbonate in two separate chambers. When needed, the two Fig.42 Fire extinguisher
chemicals are made to mix with each other and react to produce carbon
dioxide and aluminium hydroxide which come out in the form of foam
through the nozzle. It is used to extinguish oil fed fires because the foam
covers the oil as well as cuts off air supply to the fire.
6NaHCO3 + Al2(SO4)3 3Na2SO4 + 2Al(OH)3 + 6CO2
(Sodium (Aluminium (Sodium (Aluminium (Carbon
bicarbonate) sulphate) sulphate) hydroxide) dioxide)
Note : (1) A chemical saponin is used to produce foam
(2) Sulphuric acid is replaced by aluminium sulphate
(iii) Liquid carbon dioxide fire extinguisher : It is a modern type of fire Seal
extinguisher, in which liquid carbon dioxide is stored in a steel cylinder under Metal cylinder
pressure.
Sodium bicarbonate
On opening the valve of the cylinder, pressure falls and liquid carbon dioxide
solution + saponin
solidifies into white snow (dry ice). It can be used to put out both oil-fed fires
andelectrical fires. Wire guaze
(i) Combustible materials like petrol or LPG should be used with proper
Fig.43 Foam-type fire extinguisher
care.
(ii) Old wiring and switches should be replaced.
(iii) Electric spark can cause fire. So, electric wires should not be placed
under the carpet.
C O2 CO 2
Carbon Oxyegn Carbon dioxide
2C O2 2CO
Carbon Oxyegn Carbon monoxide
Blue Flame
2CO + O2 2CO2
(air)
Coal (C)
CO2 + C 2CO
THE
C C + O2 CO2
SPOT
LIGHT
Air Air Carbon monoxide is 300 times
(O2) (O2) soluble in blood as compared to
Fig.44 Coal fire oxygen. Thus when carbon monoxide
comes in contact with blood, it reacts
Exhaust gases of automobiles : In automobile engines mostly petrol with haemoglobin (red blood
or diesel is used as fuel. Both contain carbon and hydrogen. They burn corpuscles).
within the engine in a limited supply of air thus forming a little bit of
carbon monoxide too.
Properties of carbon monoxide
(1) Carbon monoxide is a colourless and tasteless gas, but it has a faint
odour. It is a highly poisonous gas.
(2) It is very sparingly soluble in water.
(3) It is a thermally stable gas, i.e. it does not decompose even at high
temperatures.
(4) Though it is a combustible gas, it is a non-supporter of combustion. In
air it burns with a blue flame to form carbon dioxide.
Reducing action of carbon monoxide
Carbon monoxide has affinity for oxygen. When it reacts with a compound
containing oxygen it removes the oxygen from that compound, that is, the
compound is reduced. Thus, carbon monoxide acts as a reducing agent.
Carbon monoxide is often used as the reducing agent in metallurgical
operations to get a metal from the metal oxide.
PbO CO Pb CO 2
Lead oxide Carbon monoxide Lead Carbon dioxide
THE
ZnO
Zinc oxide
CO
Carbon monoxide
Zn
Zinc
CO 2
Carbon dioxide
SPOT
Fe 2 O 3 3 CO 2Fe 3CO 2
LIGHT
Iron oxide Carbon monoxide Iron Carbon dioxide Carboxyl-haemoglobin does not
allow haemoglobin to absorb or carry
Carbon monoxide: A poisonous gas oxygen, thus depriving our body cells
Carbon monoxide is extremely poisonous. If the percentage of carbon of oxygen. This causes paralysis of
the respiratory organs and results in
monoxide in the air breathed in increases to 1% or more, it can result in death duetosuffocation (asphyxiation).
death.
The poisonous nature of carbon monoxide is due to its reaction with
haemoglobin present in the red blood cells in the blood. Haemoglobin is
the substance that carries oxygen in the blood. When carbon monoxide
enters the blood, it reacts with the haemoglobin to form carboxy
haemoglobin, which is cherry red compound. This prevents haemoglobin
from carrying oxygen. The tissues do not get oxygen and death occurs
due to lack of oxygen.
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It is therefore dangerous to sleep in a closed room where a coal fire is
burning or in a closed garage with a car engine running.
1. CO2 is the best extinguisher because CO2 being heavier than O2, covers
the fire like a blanket. Since the contact between the fuel and oxygen is
cut off, the fire is controlled. The additional advantage of CO2 is that in
most cases it does not harm the electrical equipment.
2. True
(ii) Applying carbon dioxide to the fire with the help of fire extinguishers.
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10.14 Introducing organic chemistry
Organic chemistry is the branch of chemistry which profoundly influences
the human society. This is because it plays a major role in all walks of our
lives. Carbon forms millions of compounds though it combines only with
few elements like hydrogen, oxygen, nitrogen, halogens and sulphur The THE
compounds containing only carbon and hydrogen are called hydrocarbons. SPOT
The compounds which possess other elements in addition to carbon and
hydrogen are called organic compounds with heteroatoms. The atom or
LIGHT
After the synthesis of the first organic
group of atoms present in a molecule of an organic compound which is
compound (urea) in the laboratory,
responsible for the characteristic properties of the compound is called millions of organic compounds have
functional group. The organic compounds containing each type of been made in laboratories the world
heteroatoms can be further classified on the basis of the nature of the over.
functional group. Our daily needs of life such as food, clothing, soaps
and detergents, medicines etc., take their origin from organic compounds.
Some of them are very essential for sustenance of life while some others
tremendously contribute to improve the quality of life. The special
significance of organic chemistry owes not only to the uniqueness of carbon
to form innumerable compounds, more astonishingly, with a limited number
of elements but also to the immense industrial importance associated with
the organic compounds.
10.15 Organic compounds
Because of versatile nature of carbon, it forms many compounds. In
THE
eighteenth century all known compounds were divided into two categories.
Compound
SPOT
LIGHT
Organic chemistry : Branch of
chemistry which deals with the study
Organic Inorganic of organic compounds.
compounds compounds Hydrocarbons : Organic compounds
like urea, sugar, oils, fats like marble, common salt, alum, of carbon and hydrogen.
dyes etc. which were isolated CuSO4 etc which were isolated
directly or indirectly from living from non-living sources such as
organisms such as animals and plants. rocks and minerals.
Vital force theory
This theory was given by Berzelius in 1815.
According to him, organic compounds are produced only under the influence
of some mysterious force existing in the living organism. This mysterious THE
force was called the vital force. SPOT
So, it was believed that no organic compound can be prepared in the laboratory. LIGHT
Wohler's synthesis In attempting to prepare ammonium
Berzilius's theory was disapproved by Friedrich Wohler in 1828 by preparing cyanate from potassium cyanate and
ammonimum chloride wohler
urea from ammonium cyanate (NH4CNO) in laboratory. accidentally synthesised urea in 1828.
Thiswas the first organicsynthesis, and
O
|| shattered the vitalism theory.
Structure of urea H2N– C–NH2
Modern definition of organic compounds
Compounds of carbon, containing usually hydrogen and one and more other
element such as oxygen, nitrogen, sulphur, halogens, phosphorus etc. are called
organic compounds.
UREA
1. Organic comp ounds are 1. They are made up of two or
made up of two or more more of the known
ele ments out of C, H, O, 1 1 0 elements.
TOTAL NITROGEN 46.4% N, S, P and ha loge n and
PARTICLE SIZE RANGE : a few metals.
D1. 18mm-3.35mm
2. They involve cova lent 2. They involve ionic bonds.
GB2440-2001
bonds.
NET WEIGHT : 40 KGS 3. They show isomerism. 3. They donot show isomerism.
4. They are gene rally 4. These are genera lly soluble
insoluble in water. in wa te r.
5. They are gene rally soluble 5 . These are genera lly insoluble
Fig.45. Urea is commonly used
in organic solvents. in organic solvents.
6. They have ge nera lly low 6 . They have ge nerally high
melting and boiling p oints. melting and boiling p oints.
7. They are gene rally 7 . They are generally
THE inflammable. non-inflammable.
SPOT 8. They are gene rally le ss
stable to heat.
8 . They are generally more
stable to heat.
LIGHT 9. They are bad conductors 9 . They do not conduct electric
Isomerization- The process of of ele ctricity. curre nt in the solid state
converting amolecule into itsisomer (s)
O but they conduct electric
curre nt in the molte n or
C
– dissolved state.
NH4O–CN H2N NH2
heat 1 0 . Generally they decomp ose 1 0 . They do not de comp ose
Heating ammonium cyanate
isomerizes it into urea. on he ating. on he ating.
1 1 . Generally they undergo 1 1 . They undergo ionic re actions
molecular reactions which are normally fast.
which a re often slow.
H Hydrocarbons C
10.16 Saturated and unsaturated hydrocarbon
H
H C H On the basis of bonding carbon compounds can be classified in two
H
categories:-
Methane
H H (
i
) Saturated hydrocarbons
H C C H
H H (
ii
) Unsaturated hydrocarbons
Ethane
(i) Saturated Hydrocarbon
H H H
H C C C H
The hydrocarbons which contain only single carbon-carbon covalent bonds
H H H
are called saturated hydrocarbons.
Propane
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General formula of saturated hydrocarbon (CnH2n+2)
No. of 'C' Name Formula Structure
atoms
H
1 Methane CH4 H–C–H
H
H H
H–C––C–H
2 Ethane C 2H 6
H H
H H H
3 Propane C 3H 8 H–C––C––C––H
H H H
H H H H
H–C––C––C––C––H
4 Butane C 4 H 10
H H H H
H H H H H H
6 Hexane C6H14 H–C––C––C––C––C––C––H
H H H H H H
(a) Structure of methane CH4
Methane consists of one carbon and four hydrogen atoms, which are
covalently bonded to each others, forming following structure.
H
H
x H
H x C x H C
x H
H
H
H H
x x
x
H x C x
C x H
x x
H H
Lewis dot structure of ethane
H H H
x x x
H x C C C x H
x x x
THE
SPOT H H H
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(b) Alkyne (–CC–)
The hydrocarbons in which two carbon atoms are bonded by a triple bond
are called alkynes.
Their general formula is CnH2n–2 where 'n' is the number of carbon atoms.
General formula of alkynes : CnH2n–2 THE
No. of 'C'atoms N a m e Formula Structure
SPOT
LIGHT
2 Ethyne C2H2 or H–CC–H
Open chain compounds, whether
HC CH straight chain or branched chain are
known as aliphatic compounds.
H
3 Propyne C3H4 or H––C––CC––H
H
H3C–C C–H
H H
4 Butyne C4H6 or
H––C––CC––C––H
H3C–C C–CH3 H H
Formation of ethyne molecule (C2H2)
H + C + C + H H C C H H – C C – H
Two carbon and two hydrogen atoms Shared pairs Triple covalent bond
with their valence electrons of electrons in ethyne molecule
10.17 Chains, branches and rings THE
On the basis of structure carbon compounds can be divided into 3 categories:-
(a) Straight chain compounds
SPOT
(b) Branched chain compounds
LIGHT
(c) Closed chain / cyclic / ringed compounds Alkanes are also called paraffins. In
latin, 'parum' means less and 'affin'
(a) Straight chain compounds
means reactive.
If a carbon compound has carbon-carbon link in chain fashion, we get a
straight chain compound.
In these, a carbon can form bond with a maximum of 2 carbon atoms e.g.
(
i) Straight chain alkanes
CH4 CH3–CH3 CH3–CH2–CH3 CH 3 –CH 2 –CH 2 –CH 3
Methane Ethane Propane Butane
(ii
) Straight chain alkenes
H2C=CH2 CH3–CH=CH2 CH3–CH=CH–CH3 or CH2=CH–CH2–CH3
Ethene Propene Butene
(iii) Straight chain alkynes
HCCH H3C–CCH H3C–CC–CH3 or HCC–CH2–CH3
Ethyne Propyne Butyne THE
(b) Branched structure SPOT
The alkanes containing three or less carbon atoms do not form branches. LIGHT
CH4 CH 3 –CH 3 CH 3 –CH 2 –CH 3 Compounds with same molecular
formula but different structures of
Methane Ethane Propane chain are called structural isomers.
The alkane containing four carbon atoms (C4H10) has two types of
arrangement of carbon atoms.
CH3
H3C–CH
H3C–CH2–CH2–CH3 CH3
Continuous chain Branched chain
Structural Isomers
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Thus carbon compounds in which atleast one carbon of the chain is linked
to three or four other carbon atoms are called branched chain
compounds.
Among these three, (1) and (2) are straight chains while (3) is a branched
chain.
Fig. 49 Structural isomers of butane
(c) Closed chains or cyclic hydrocarbons or ring hydrocarbons
These cyclic compounds are named by prefixing 'cyclo' before the name
of corresponding straight chain hydrocarbon.
THE
SPOT H H
H H
LIGHT H–C––––C–H
C
H H
For a hydrocarbon to exist as closed H–C––––C–H
C––––C
chain, at least three carbon atoms H H H H
should be there.
Cyclobutane (C4H8) Cyclopropane (C3H6)
H H
H H
H C H
C
H H C C H
H
C C
H H H H
C C
H C––C H H C H
H H
H H
Cyclopentane (C5H10) Cyclohexane (C6H12)
It is a special type of ring of six carbon atoms with three double bonds in
alternate positions.
H H
1 1
Fig. 50 Ball & stick model of
6 C H 6 C H
benzene. Here dotted line shows H H
C C2 C C2
movement of electrons in the or or Benzene
complete ring. 3 3
C C H C C H
H H
5 C 5 C
4 4
H H
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CHECK YOUR CONCEPTS 10.7
HH HH
| | –H | |
H–C–C–H H–C–C–OH
+OH
Functional group
| | | |
HH HH
Ethane Ethanol
Both ethane & ethanol have different physical and chemical properties.
For example,
1. Ethane is a gas while ethanol is a liquid at room temperature.
2. Ethanol is an antiseptic and hypnotic (induces sleep) but ethane does
not have these properties.
3. Ethanol reacts with sodium to form sodium ethoxide with the evolution
of hydrogen gas but ethane does not give this reaction.
THE
Example of different compounds with same functional group
SPOT
H
LIGHT
H H
All members of a homologous series,
H–C– OH H–C–––C– OH have same functional group. That is
why, they show same chemical
H H H Functional
Functional properties.
Methanol group Ethanol group
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Some members of alkane, alkene and alkyne homologous series.
(c) C3H7OH 36 + 7 + 16 + 1 = 60
–CH 2 14
C 4H 9O H 48 + 9 + 16 + 1 = 74
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(a) Primary suffix : It indicates the nature of linkage in the carbon atoms.
For example if the carbon atom is linked by single covalent bond (C–C),
the primary suffix - ane is used. Similarly for a double bond between two
carbon atoms (C=C), –ene is used, the suffix –yne is used for a triple bond
between two carbon atoms (CC).
(b) Secondary suffix : It indicates the presence of functional group in the
organic compound. A few important secondary suffixes are listed below,
Functional g ro up Suffix
Alcohols (– O H) –ol
Aldehydes (– CHO) –al
Ke tone s (> C =O) –one
Carboxylic acids (–COOH ) –oic acid
(iii) Prefix : There are few groups which are not regarded as functional
groups in IUPAC name of a compound. These are regarded as substituent
and are represented as prefixes and are put before the word root while Fig.52 IUPAC logo.
naming a particular compound. A few important prefixes are given:
Subs tituent Prefix
–F Fluoro
–Cl Chloro
–Br Bromo
–I Iodo
–R Alkyl
Thus a complete IUPAC name of an organic compound may be represented as
Prefix + Word root + Primary suffix + Secondary suffix
Rules
1. Find and name the longest continuous carbon chain.
2. Identify and name groups attached to this chain.
3. Number the chain consequently, starting at the end nearest to a substituent
group.
4. Designate the location of each substituent group by an appropriate
number and name.
5. Assemble the name, listing groups in an alphabetical order.
The prefixes di, tri, tetra etc., used to designate several groups of the same
kind.
Some examples,
THE
CH3 – CH2 – CH2 – CH2 – CH3 Pentane
SPOT
CH3 – CH – CH2 – CH3 2-Methylbutane LIGHT
CH3 Condensed formula
A condensed formula shows the
CH3
groups of atoms attached to each
CH3 – C – CH3 2, 2-Dimethylpropane carbon atom only the bonds between
carbon atoms are shown.
CH3
Alkyl group : When one hydrogen of an alkane is removed, it changes
into alkyl group. It is usually represented as –R. General formula of alkyl
group is CnH2n+1.
e.g. –CH3 (methyl), –C2H5 (ethyl) etc.
THE
SPOT Water
LIGHT Beehive
shelf
Soda lime is a ixture of 3 part of
NaOH with 1 part of lime (CaO). Fig.53 Laboratory method of preparation of methane.
Reaction
CH 3 COONa NaOH CH 4 Na 2 CO 3
Sodium acetate Methane
Conclusion
Methane can be prepared by sodium acetate.
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Chemical Properties of Alkanes
Alkanes are saturated hydrocarbons. The single covalent bond linking the
carbon atoms is not easy to break and thus, gives stability to the molecule.
Therefore, alkanes are less reactive than the unsaturated hydrocarbons.
THE
1. Reactions of Combustion
(a) Combustion in excess of air : Alkanes burn in excess of air to form SPOT
carbon dioxide and water with the evolution of heat. LIGHT
Greater the number of carbon atoms in the alkane, greater is the
Ethane is a colourless and odourless
amount of heat evolved. gas it is sparingly soluble in water
CH 4 2O 2 CO 2 2 H 2 O but soluble in organic solvents like
alcohol, acetone and ether
2C 2 H 6 7O 2 4 CO 2 6 H 2 O
2C 4 H 10 13 O 2 8 CO 2 10 H 2 O
2. Reactions of substitution
Reactions involving direct displacement or substitution of an atom or group
of atoms by another atom or group is called a substitution reaction.
Halogenation : Chlorination is an illustrative example of substitution
reaction. In the presence of diffused light or ultra violet rays, alkanes react
with chlorine to yield a mixture of products which are formed as each
hydrogen atom of the alkane is successively replaced by chlorine atoms.
(i) Methane reacts with chlorine in the presence of light to form methyl
chloride. When chlorine is in excess, then the final product is carbon THE
tetrachloride. SPOT
CH 4
Meth a n e
+ C l2
Diffused sun ligh t
CH Cl + H Cl
3
Meth yl ch lo ride
LIGHT
Bromination is similar to chlorination
but is less vigorous.
CH Cl3 + C l2 CH Cl
2 2 + HCl
Meth yl ch loride Di-ch lo ro m eth an e
(ii) Ethane and higher alkanes react with chlorine in a similar way and THE
all possible substitution products are obtained.
SPOT
Ethane
+Cl2
C 2 H 6 +Cl2
C 2 H 5 Cl C 2 H 4 Cl2
Ethyl chloride Di-chloroethane
LIGHT
Iodination
+Cl2 +Cl2 +Cl2 Direct iodination is not carried out
C 2 H 3 Cl3 C H Cl
2 2 4 because it is reversible. Hence, it is
Tri-chloroethane Tetra-chloroethane
carried out in the presence of oxidis-
+Cl2 ing agents like conc. nitric acid and
C HCl
2 5 C Cl
2 6 iodic acid which oxidises hydroiodic
Penta-chloroethane Hexachloroethane
acid to iodine.
10.22 Alkenes
Introduction
Alkenes are unsaturated hydrocarbons having the general formula
CnH2n where n is the number of carbon atoms.
The valencies of carbon atoms are not satisfied with the help of single
covalent bonds. These valencies are then completed with the help of carbon-
carbon double bonds. That is why, they are unsaturated compounds and
they have always a tendency to get saturated by adding simple substances
like hydrogen, halogen and halogen acids to themselves.
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H H H H
C2 H4 C C C C
H H H H
Molecular Electronic Structural
formula formula formula
Formulae of Ethene
THE
The smallest and simplest alkene is ethene (C2H4). Other members are
SPOT propene (C3H6), butene (C4H8) and so on.
Ethene (Ethylene) C2H4
LIGHT It is the first member of the alkene series. It is present in natural gas.
Ethene gas is prepared in the labo- In small amounts, it occurs as a plant hormone and is responsible for the
ratory by the dehydration of ethyl ripening of fruits.
alcohol (C2H5OH) with the help of
Structure of ethene
concentrated sulphuric acid which is
a powerful dehydrating agent. Each carbon atom of ethene is attached to two hydrogen atoms by single
covalent bonds and to another carbon atom by a double covalent bond.
There are four C–H single covalent bonds and one C=C double covalent
bond. It is a planar (flat) molecule. All bond angles (H–C–H and H–C=C)
are of 120°, as shown in fig.
Some common methods of preparation of alkenes
Dehydration of Alcohols : When alcohols are heated with conc. sulphuric
acid at 160°C-170°C, they lose a molecule of water and form the
corresponding alkene.
Co nc. H 2 S O 4
C 2 H 5 OH
1 6 0 °C -1 7 0 °C
C2 H 4 H2 O
Ethyl alco ho l Ethyle ne
H OH
Conc H2 SO4
H – C – C – H H – C = C – H + H2 O
Heat
H H H H
Ethyl alcohol Ethene
A mixture of 1 part
of ethyl alcohol + 2
parts of conc. Ethene gas
H2SO4
Gas jar THE
SPOT
LIGHT
Accetylene is almost insoluble in
Bunsen burner water but soluble in organic solvents.
Water
10.23 Alkynes
Introduction
Alkynes are hydrocarbons having the general formula CnH2n–2. Alkynes
are unsaturated compounds containing a triple bond. These compounds
are more unsaturated than the alkenes.
H C C H H – C C –H
Alkynes have the tendency to convert the triple bond to single bond by
adding up simple molecules. The first member of the alkyne series is ethyne THE
(acetylene) and can be studied as an illustrative example of this group. SPOT
Structure of ethyne LIGHT
Each carbon atom in acetylene is attached to one hydrogen atom by single Acetylene is slightly lighter than air.
covalent bond and to another carbon atom by a triple covalent bond.
HxC CxH H —C C —H
Electron dot formula Structural formula
The shape of ethyne molecule is linear.
C aC 2 + 2H 2O H -C C -H + C a(O H )2
C alcium carbide Ace tylen e
THE
SPOT ACTIVE CHEMISTRY 10.16
LIGHT Aim
Cutting and welding Laboratory Preparation of Ethyne (acetylene)
Oxy-acetylene flame is produced in Acetylene is colourless gas having a garlic odour. It is prepared in the
specially designed torches which has laboratory by the action of water on calcium carbide.
a temperature of 3500C. Thus, the
flame can be used for cutting or weld- Procedure
ing metals. (i) The apparatus is assembled as shown in the figure alongside.
(ii) A few pieces of calcium carbide are taken in a conical flask. Water
is added to it dropwise through the dropping funnel.
Reaction
CaC2 + 2H2O Ca(OH)2 + C2H2
Acetylene gas
Gas jar
Calcium carbide
THE
SPOT
LIGHT
Uses of acetylene or ethyne
1. It is used for producing Fig.55 Laboratory preparation of acetylene gas.
oxyacetylene flame for welding
Conclusion
and cutting purposes as it produce
temperature as high as 3500°C. Acetylene gas is prepared by calcium carbide. It is collected by downward
2. It is used as an illuminant in displacement of water in a gas jar supported over a beehive shelf. (It is
oxyacetylene lamp. slightly lighter than air and insoluble in water but dissolves in organic solvents
3. It is used for artificial ripening of like ether, chloroform and acetone).
fruits.
4. It is used in the manufacture of Physical properties of ethyne
chemicals like acetaldehyde, (i) Acetylene is a colourless gas with an etherlike odour when it is pure
acetic acid, ethyl acetate, plastic (the one prepared for calcium carbide has garlic odour due to the presence
etc.
of traces of phosphine and hydrogen sulphide).
5. It is used in the manufacture of
solvents like wastron (C2H2Cl4) (ii) It is negligibly soluble in water but highly solube in organic slovents
and westrosol (CHCl = CCl2). like acetone and alcohol.
(iii) It is lighter than air (V.D. = 13).
(iv) It liquefies at –84° °C.
(v) Its boiling point is –75 °C.
Chemical properties of ethyne (Acetylene)
1. Combustion
Ethyne burns in air or oxygen with a luminous flame, producing carbon
dioxide, water and heat.
Ethyne contains a high percentage of carbon, the whole of which does
not burn. This makes the flame sooty.
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2. Addition reactions
Acetylene is more reactive than ethene because of the presence of a carbon-
carbon triple bond. Out of the three bonds, one is a normal stable bond
while two bonds are weak bonds. Alkynes have the tendency to add up
simple molecules by breaking the weak bonds.
Addition of hydrogen (Hydrogenation) : When vapours of acetylene
are mixed with hydrogen and passed over a catalyst like nickel, palladium
or platinum at high temperatures, addition products are formed in two
stages (alkene and alkane)
THE
C2 H 2
Ace tyle ne
H2 Ni
1 0 0 °C
C 2 H 4 H2
Ni/ 1 0 0 °C
Ethyle ne
C2 H 6
Ethane
SPOT
LIGHT
10.24 Alcohols (CnH2n+1OH) Methyl alcohol is called wood alco-
Introduction hol as it can be obtained by the de-
structive distillation of wood.
Alcohols are the organic compounds containing hydroxyl group (–OH group)
attached to the carbon atom.
The general formula is R – OH where R stands for an alkyl group (CnH2n+1)
like methyl (–CH3), ethyl (–C2H5), propyl (–C3H7) etc. and –OH is the
functional group.
H H H
H C OH H C C OH
H H H
Methanol Ethanol
Nomenclature of alcohols
All compounds possessing –OH group, irrespective of carbon chain, show
similar chemical properties. According to IUPAC system, the name of an
alcohol is derived from the hydrocarbon containing the same number of
carbons as the alcohol. The ending 'e' of the hydrocarbon is replaced by
'ol'. Given below are the common and IUPAC names of same simple alcohols.
No . o f
Co rres po nding IUPAC na me Co mmo n na me
Alco ho l ca rbo n
a lka ne o f the a lco ho l o f the a lco ho l
Ato ms THE
CH 3 OH 1 Methane Metha nol Methyl alcohol SPOT
C 2 H 5 OH 2 Ethane Ethanol Ethyl alcohol
LIGHT
Hydration and hydrolysis
C 3 H 7 OH 3 Prop ane p rop anol Prop yl alcohol A hydration reaction is a chemical
reaction in which a hydroxyl group
(OH–) and a hydrogen cation are
C 4 H 9 OH 4 Butane Buta nol Butyl alcohol added to the two carbon atoms
bonded together in the carbon-car-
In the above examples, the alcoholic group –OH is attached in the terminal bon double bond as in an alkene.
position of the carbon chain. In certain cases the alcoholic group may not
be present at the end of the carbon chain but in an intermediate position.
The nomenclature of such compounds is as explained below :
H OH H H H OH H
H C C C H H C C C C H
H H H H H H H
2 – propanol 2 – butanol
(isopropyl alcohol)
H C C C C C H
H H H H H
2 – pentanol
Uses of methanol and ethanol
THE (1) Methyl alcohol : (i) It is used as a solvent for paints and varnishes,
SPOT as an anti-freeze, and used in the manufacture of chemicals like
formaldehyde and formic acid.
LIGHT (ii) It is used as an antifreeze in automobile radiators.
In the naming of alcohols, the digit
(iii) It is used as an antifreeze in automobile radiators.
shows the position of the OH group.
Example: (iv) It is used in preparing methylated spirit so that ethyl alcohol is unfit
1-3 propane diol for drinking purpose.
–OH is attached to the first and third
carbon atoms.
(2) Ethyl alcohol : (i) Used to make beer, wine, whisky and other liquors.
(ii) Ethanol-water mixture is used as antifreeze in the radiators of vehicles
in cold countries. This mixture freezes at a lower temperature than water.
(iii) Used as fuel and as a solvent and in the manufacture of medicines,
dyes and synthetic rubbers.
(iv) Ethanol has insecticidal properties and is used to sterilize wounds and
syringes.
R C OH H C OH
CH 2 O 2
Na me
Formic acid
Na me
Metha noic
LIGHT acid
The process of removal of — COOH Acetic acid
CH 3 COOH C2 H 4 O 2 Ethanoic acid
group from an alkanoic acid is called (vinegar)
decarboxylation. Prop anoic
CH 3 CH 2 COOH C3 H 6 O 2 p rop ionic acid
acid
Buta noic
CH 3 CH 2 CH 2 COOH C4 H 8 O 2 Butyric a cid
acid
Pentanoic
CH 3 CH 2 CH 2 CH 2 COOH C5 H 10 O 2 Valeric a cid
acid
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Structural formulae of Carboxylic Acids
H O H H O H H H O
H C C OH H C C C OH H C C C C OH
H H H H H H
THE
Ethanoic acid Propanoic acid Butanoic acid
Uses of Ethanoic Acid SPOT
(1) For the manufacture of cellulose acetate which is used for making packing
LIGHT
material, varnishes, rayon etc.
The name formic acid is derived from
(2) As vinegar for making pickles and as a preservative formica meaning 'ants'. The acid was
(3) For coagulating rubber from latex. first obtained from red ants.
(4) As a solvent for resins and cellulose.
(5) For preparing dyes, perfumes, esters, acetone, etc.
(6) In medicine as local irritant.
(7) As a laboratory reagent.
10.26 Aldehydes & Ketones
Aldehydes and ketones both contains carbonyl group ( C=O). In aldehydes,
one end of the carbon present in carbonyl group is attached to hydrogen
and other end is attached to an another carbon (alkyl group).
In ketones, both end of the carbon present in the carbonyl group are
attached to carbon atoms (alkyl groups) only.
THE
Aldehyde : R–C–H Ketone : R–C–R' SPOT
O O LIGHT
(or RCHO) (or R CO R') Acetic acid comes from latin word
IUPAC Namings of aldehydes "Acetum" which means vinegar.
General Name : Alkanal Sirka is a dilute 4-5% solution of
acetic acid.
(i) H–C=O (ii) CH3–C=O
H H
or (HCHO) Methanla
(or CH3CHO) Ethanal
4 3 2 4
(iii)CH3CH2–C=O (iv) CH3–CH–CH2–CHO
H H
(or CH3CH2CHO) Propanal 3-Methyl butanal THE
Methanal (HCHO) SPOT
Structure : H–C–H LIGHT
Physical properties of methanal
O 1. It is a colourless gas with boiling
Common name : Formaldehyde
point 252 K.
Uses of methanal : The aqueous solution of methanal called ‘formalin’ 2. It is a pungent smelling gas.
is a disinfectant and thus, used for preserving biological specimens. 3. It is extremely soluble in water.
4. It can be easily condensed into
Methanal is used as a raw material for many substances like dyes, plastics, liquid.
etc. e.g. ‘Bakellite‘ plastic used in electrical switches is made from 5. It causes irritation to skin, eyes,
methanal and phenol. nose and throat.
6. Its solution acts as antiseptic and
It is used in preparation of urotropine which is used in medicine. disinfectant.
It is also used in silvering of mirror.
Uses of Ethanal : Ethanal is used in the preparation of – acetic acid.