KENDRIYA VIDYALAYA NO-4,BHUBANESWAR
DIAGNOSTIC CUM PRACTICE TEST -ORGANIC CHEMISTRY (CBSE WT. 18 M) SET-A
ANSWER
CLASS-XII: SUB-CHEMISTRY
THE FOLLOWING QUESTIONS:
:
SECTION-B M.M- 40 :
TIME ALLOWED-90 : MINUTES
1# Write the IUPACName of thefollowing:
(2M)
(a) Sec-butylalcohol (b)
2# Draw the structureof thefollowing:
(2M)
(a) 2-Methyl-2-ethoxypentane (b)2-Methylcyclopentane carbaldehyde
3# Give thesimple chemical testto distinguishbetween the following
pair of organiccompounds. (4M)
(a)Benzylchloride
()
and Chlorobenzene
Phenol and Benzoicacid
b)Ethylamine and Aniline.
(d)Propanal and Propanone
4# Describe the following Name reactionswithsuitablechemicalequation . (4M)
(a)Hoffimann bromamide degradation reaction (b) Frièdel -Craft Reaction
(e)
Etard Reaction (d)Hell-Volhard -ZelinskyReaction
5# (a) Writethe mechanism ofthe reactionofHI with
methoxybenzene. (2M)
(b) Write the mechanism ofacid dehydration ofethanolto yieldethene. (2M)
6# Arrange the compound ofeach set in increasingorderofpropertiesmentioned.(5M)
(a)Basic strength-- CGH;NH, (C,H),NH,
(C,H),Nand NH, (in aq.phase)
(b)Acidic
strength-Benzoicacid,4-Nitrobenzoicacid,3,4-Dinitrobenzoicacid,4-Methoxybenzoicacid
(c)Reactivity
in nucleophilic
additionreactions:Benzaldehyde,p-Tolualdehyde,p-Nitrobenzaldehyde,Acetophenone
(d) Boilingpoints:-Bromomethane, Bromoform, Chloromethane, Dibromomethane.
(e)Reactivity
towardsSN, displacement--1-Bromobutane,
1-Bromo-2,2-dimethylproparnë;
2-Bromobutane,IBremobutane
7# explanationforeach ofthe following
Give plausible :(5M)
(a)Methylaminein waterreactswithferric chlorideto precipitate
hydratèd ferric oxide.
(b)During the preparationofestersfroma carboxylic acid and an alcoholin the presence ofan acid catalyst,
the wateror the
estershould be removed as soon as itisformed.
(c)Aithough phenoxide ion has more number ofresonatingstructurásthan carboxylate ion,
carboxylic
acid is a strongeracidthan phenol.Why?
(d) PhenyimethyletherreactswithHI togivephenol and methyliodide and not phenyl iodide and CH,OH.
(e)Ortho-nitrophenolissteam volatile but its para-isomer isnot ?
S# Write the structureofthe major organic product Or ldentifyA ,B C...in
each ofthe following reactions: (3M)
(b) csscHO+HNcONHNH
9# Write one use ofeach ofthefollowing (a)lodoforn(b)Formaldelhyde () Sodium benzoate (d) Hexanedioicacid (2M)
10 # How you bring about the following
will çonversion? (5M)
(a)Benzoylchloridelobenzaldehyde (bAcetone to tert-butylalcohol (c)Ethanol to but-2-enal
(d)Propanoic acidto ethanamine (e) Aniline to phenol
11# An organiccompound (A)withmolecularformulaC,H,0forms an orange-red precipitate(B) with2,4-DNP reagentand
givesyellowprecipitate(C )on heating withiodine in thepresence ofsodium hydroxidealong witha colourlesscompound( D )
.(A) neitherreduces Tollens' reagent,nor does itdecolourisebromine water or Baeyer's
or Fehlings' reagent.On drastic
oxidation of (A)with chromic acid,itgivesa carboxylicacid (E)having molecularformula C,H,O,. Deduce the structures of
organiccompounds (A) to (E) and explainthe reactionsinvolved. (4M)
OR.
An organiccompound (A)with a molecularformula C,H,0,when treatedwith excessofNH,and then heated formed B
(C,H,ON).B ontreatmentwith P,0,formed C withmolecularformula C,H,N.Con complete acidhydrolysisformed A.Con
reductionwithcomplex metal hydrideformed a basic nitrogeneous compound D withmolecularformulaC;HoN. D on
treatmentwithHNO, formed an alcohol 'E'(C,H,0).E on oxidation gave A .Givestructures of A to E and writereactions
KENDRIYA VIDYALAYA ,NO-, BHUBANESWAR
SET-B
M)
ORGANIC CHEMISTRY (CBSE WT. 18
DIAGNOSTIC CUM PRACTICE TEST MINUTES
:SECTION-B : M.M- 40:TIME ALLOWED
- 90
CLASS-XII: SUB-CHEMISTRY
ANSWER THE FOLLOWING QUESTIONS:
1# Write the IUPAC Name
:
ofthe following(2M)
(b)
(a) Benzylchloride
2# Draw the structure of the following:
pent-2-ene
(2M)ooild
(b) 1-phenylpropan-1-one
(a) 4-Hydroxy-4-methyl
between the following pair of organic compounds . (4M)
3# Give the simple chemical testto distinguish
(a)Ethylamineand N-ethylaniline.
(b)Methanol and Ethanol
(c) Propanal and butanone
(M)so (d)Ethylamineand tbfaniline.
Name reactionsw ithsuitable chemicalequation .(4M)
4# Describe the following
R eaction (c) Kolbe'sReaction (d)Stephen Reaction
(a) Sandmeyer Reaction (b)Cannizzaro (2M)
5# (a)Write the mechanism ofSN, reaction
ofopticallyactivealkylhalidesaccompanied by inversion of configuration.
Give a mechanism forthis reactioi. (2M)
(b) How is I-propoxypropanesynthesized
from propane-1-ol.
set increasing o rderof propertiesmentioned . (5M)
6# Arrange the compounds of each in
Aniline,p-nitroaniline andp-toluidine
(a)Basic strength --,Diethylamine
,
3-nitrophenol,3,5-dinitrophenol,phenol,4-methylphenol.
(b) Acidic strength- Propan-1-ol, 2,4,6-trinitrophenol,
(c) Reactivityin nucleophilic additionreactions: Butanone, Ethanal, P ropanal,Propanohe
(d) Boilingpoints:- Pentan-1-ol, n-butane, pentarnàl, ethoxyethaneHoOD.
CoH,CH,Br,CoH,CH(CçH,)Br, CGH;CH(CH)Br,CçH,c(CH,)X(C&H,)Br
(e) Reactivitytowards SN,displacement--
7# Give plausible explanation foreach of the following: (5M)
(a) WhypKb of aniline is more than that of methylamine. alsngaisoinoidbcouorti
yield but 2,2,6-trimethylcyçlóhexanone does not.
(b) Cylohexanone forms cyanohydrin in good
the chief product.Explain.
as main product while AgCN forms isocyanidesas
(c) Haloalkanesreact with KCN to form alkylcyanides
than that of cyclohexylchloride?
(d) Explain why the dipole moment ofchlorobenzeneis lower
(e)Explainwhy isortho-nitrophenol more acidicthan ortho-methòxyphenol .
: (3M)
8# Write the structureofthe major organicproduct
Or Identify C... ,B
in each ofthe reactions
following
A
(a)
(b) Css
(c) Ha0(cwTm)y
of (2M)
9# example-(a)Hydroboration-OxidationReaction(b)Nitration
Describewith suitable
anisole
10 # will
How conversion? (5M)
you bringabout the following
to benzene
(a)Chloroethane to butane (b)Benzene to benzaldehydeoc9nl (c)Benzoicacid
(d) Bromobenzene to þenzoicacid (e)Propene to propan-|-olg of siih
halide C4H,Br (a) reactedwithalcoholicKOH to givecompound (b). Compound (b)isreactedwithHBr to
11#Primary alkyl
with sodium metal it givescompound CgH)g which isdifferent
(d), from
When (a)isreacted
give(c)hich is an isomer of (a).
with sodium. Give the formula
structural of (a) and writethe equations
the compoundformed when n-butyl bromide is reacted
forallthe reactions.
OR,
'A'
An unknown aldeliyde on reactingwith alkali
,
givesa B-hydroxyaldehyde which losses water to form an unsaturated
to form
B' in the presencence of conc.alkali
reaction
undergoes disproportionation
aldehyde,2-butenal.Another aldehyde
products and C' D'.'C'
is an arylalocoholwitha formulaC,HO.
involved
Writethe sequence ofreactions
(ii)
(i)ldentifyA and B
(ii)
Name the when
product, B reactswithZincamalgam and acid.
hydrochloric si(4M)
KENDRIYA VIDYALAYA ,NO-,
BHUBANESWAR
DIAGNOSTIC CUM PRACTICE TEST -ORGANIC CHEMISTRY (CBSE
WT. 18 M) SET-d
90 MINUTES
CLASS-XII : SUB-CHEMISTRY: SECTION-B : M.M- 40:TIME ALLOWED
-
ANSWER THE FOLLOWING QUESTIONS: Oat:vresMS
1# Write the :
IUPAC Name of thefollowing (2M)
eitto
ollet ss D
acid
(a) Salicylic (b)
2# Draw the structure of thefollowing:
(2M)
(a) 4-Bromo-3-methyl pent-2-ene (b)1-(4-chlorophenyl)-2-methyl-propane
3# Givethe simplechemical testto distinguish pair oforganic
between thefollowing compounds .(4M)
(a)t-butylalcoholand Butan-2-ol go losi (b)Benzoicacid and Ethylbenzoate
(c)Formicacidand acetic acid lonsn b (d)Propanal and Propanone
4# Describethe followingName reactionswithsuitable .(4M)
chemical equation
(a) CarbylamineReaction (b)AldolCondensationReaction (c)Reimer-TiemannReaction (dy WilliamsonSynthesis
5# Writethe mechanism of dlo>i (o) notesosssi
(2M)site
Writethe mechanism ofhydration
(a)
l
ofethenetoyieldethanol.
(b) Writethemechanism of SN reaction of
optically
6# Arrangethe compounds of eachset in increasing (sKODAienoH
activealky haltdes
doatos
orderofpropertes mentoned(Doso sioocsns
(a) Basic strength -- C,H,NH,CH,NH,NH,,CGH,CH,NH,and (C,Hs),NH
(b)Acidicstrength- CH,CH,CH(Br)COOH,CH;CH(Br)CH,COOH,(CH:),CHCOOH,CH;CH,CH,COOH
in nucleophilic
(c)Reactivity additionreactions:
Acetaldehyde, Acetone,Di-tert-butyl
ketoné,Methyltert-butyl
ketone
(d)Boilingpoints:-CH,CH,CH,CHO, C,H,COOH ,CH,CH,CH,CH,OH, H;C-0-CzHs, CH,CH,CH,CH,CH,
towards SN,displacementcyclohexyl
(e) Reactivity chloride, ethylchloride,benzylchloride,2-chloro-2-methyl
butane
7# Giveplausibleexplanation : (5M))ioll
foreach ofthe following
(a)Althoughchlorine isan electronwithdrawinggroup,yet itisortho,para- directing
in electrophilic
aromaticsubstitution
reactions.
Why? oskololooeonino.8dud
foraromaticelectrophilic
(b)Amino groupiso,p-directing substitution:
Why does aniline
on nitration
gives a substantial
amount of meta-nitroaniline
? oloye toisli
ost
(c) Why cannot aromaticprimaryammines be preparedby Gabrielphthalimidesynthesis
However,onlyone isinvolvedin theformationof semicarbazones.
(d)There are two -NH, groups in semicarbazide.
(e)Explainwhy Grignardreagentsshouldbe preparedunder anhydrousconditions?
8# Writethe structure C..
ofthe majororganicproductOr ldentifyA ,B ineach ofthefollowing
reactions
: (3)
(a) sNH t Hinsbeg Rejert
(sHsSQeL)
KOH, hea
()CH),c-oGHs. olabix
9# Describe withsuitable
10# How will
example (a)Enantiomers(b)
you bringabout thefollowing
(a)Benzenetoacetophenone
Kacemisation (2m)oto sdiiuode wniho uoy
? (5M)d ol
conversion atsso6 a
(b)Anilineto para-hydroxyazobenzenee (c)Acetophenonetoethylbenzene
uko
ol (d)Phenol toaspirin (e)Ethanaminetopropanoicacid
ro11#An organiccompound 'A' havingmolecularformula,C,H,0 gives a characteristic
colourwithaqueousFeCl,
solution.'A'on
treatmentwithCO, and NaOH at 400K underpressuregives B'
which on acidification
givesa compound C'
togiveD' which isa popularpain killer
'C'reactswithacetylchloride .Deduce the structuresof A,B,C and D.
OR,
An organiccompound "A"
has a molecular
formulaC;H,0,N on reactionwithFe and Conc.HCIgive a compound “B"of
molecularformula C,H,N.Compound "B"on treatmentwith
NaNO, and HCl giveanothercompound "C" of molecular
formulaC,H,0.The compound "C"giveseffervescencewithNa.On oxidation
withCrO,,thecompound "C"givesa saturated
aldehyde containing
threecarbonatoms .Deducethestructuresof "A",
reactionsinvolved.
“B" and "C" and writethe chemicalequations
forthe
ba
(4M)eoel
odouboxo
