1.

Dry heating of calcium acetate will give:

(a) Acetic acid (b) Acetone (c) Ethanol (d) Acetaldehyde
2. Tollens' reagent is:
(a) alkaline mercuric chloride (b) alkaline potassium permanganate
(c) ammonium citrate (d) ammonium silver nitrate
3. Which statement is incorrect in the case of acetaldehyde and acetone?
(a) Both react with HCN
(b) Both give iodoform test
(c) Both can be reduced into alcohols
(d) Both react with NaOH to form polymer
4. When formaldehyde is treated with ammonia, the compound formed is
(a) Methylamine
(b) hexamethylenetetramine
(c) formaldehyde ammonia
(d) formalin
5. A plastic bakelite is a compound of phenol with:
(a) acetal
(b) Ethnal
(c) Methnal
(d) Acetone
6. Formaldehyde can be distinguished from acetaldehyde by the use of:
(a) Schiff's reagent
(b) Tollens reagent
(c) Fehlings solution
(d) Iodoform test
7. Which of the following would undergo aldol condensation
(a) Propionaldehyde
(b) Pivaldehyde
(c) Chloral
(d) Formaaldehyde
8. Clemmensen's reduction will convert cyclohexanon into
OH

(a) (b) (c) (d)

9. A natural compound (X), C4H802, reduces Fehling's solution, liberates hydrogen when Treated
with sodium metal and gives a positive iodoform test. The structure of (X) is
(a) CH3CHOHCH2CHO (b) HOCH2CH2CHO (c) CH3COCH2CH2OH (d) CH3COCH2CHO
10. A carbonyl compound with molecular weight 86, does not reduce Fehling's solution but forms
crystalline bisulphite derivatives and gives iodoform test. The possible compound
can be:
(a) pentan-2-one and pentan-3-one (b)pentan-3-one and 3-methyl butan-2-one
(c) pentanone and pentanal (d) pentan-2-one and methyl butan-2-one
11. A compound does not react with 2,4-dinitrophenyl hydrazine, compound is;
(a) Acetaldehyde
(b) Acetone
(c) Methanol
(d) Ethyl methyl ketone
12. A carbonyl compound reacts with hydrogen cyanide to form cyanohydrin which on hydrolysis
forms a racemic mixture of α-hydroxy acid. The carbonyl compound is
(a) diethyl ketone
(b) formaldehyde
(c) acetone
(d) acetaldehyde
13. Ketones can be prepared by
(a) heating calcium propionate with calcium formate
(b) action of dialkyl cadmium on acid chloride
(c) hydrolysis of n-propylidene chloride with alkali
(d) dry distillation of fused calcium acetate
14. Acetone molecules condensation with conc. Sulphuric acid can give
(a) mesityloxide
(b) mesitylene
(c) croton aldehyde
(d) phorone
15. A mixture of benzaldehyde and formaldehyde on heating. with aqueousNaOH gives
(a) benzyl alcohol and sodium fonnate
(b) benzyl alcohol and methyl aloohol
(c) sodium benzoate and sodium formate
(d) sodium benzoate and methyl alcohol
16. The appropriate reagent for the following transformation
O

H3CO H3CO

(a) Zn(Hg), HCI

(b) NaBH4
(c) NH2NH2,OH-
(d) H2/Ni
17. The most reactive compound towards formation of cyanohydrin on treatment with KCN followed
by acidification is
(a) p-hydroxybenzaldehyde
(b) benzaldehyde
(c) p-nitrobenzaldehyde
(d) phenyl acetaldehyde
18. Ozonolysis of C7H14 gave 2-methyl pentan-3-0ne. The alkene is
(a) 2-ethyl-3-methyl but-I-ene
(b) 2-methyl-3-ethyl but-3-ene
(c) 2,5-dimethyl-3,4-diethyl hex-3-ene
(d) 2-methyl-3-ethyl but-I-ene
19. Out of butane, butan-l-ol, butanal and butanone, the decreasing order of their boiling point is
(a) butane>butanol>butanal> butanone
(b) butanol> butane>butanal> butanone
(c) butanone >butanal>butanol> butane
(d) butanol>butanal> butanone > butane
20. Formic acid is not a representative member of the carboxylic acids because:
(a) it is a gas
(b) it is the first member of the series
(c) it does not contain an alkyl group
(d) it contains an aldehydic group while the other acids do. not have the aldehydic group
21. Which of the following will not undergo HVZ reaction?
(a) 2,2-Dimethyl propanoic acid
(b) Propanoic acid
(c) Acetic acid
(d) 2-Methyl propanoic acid
22. The higher boiling points of carboxylic acids are due to
(a) their acidic nature
 (b) intermolecular hydrogen bonding
(c) their dimerisation
(d) both (b) and (c)
23. Reaction is known as:
O O

OH P/ Br2 OH

Br

H3CO H3CO
(a) Schotten-Baumann reaction
(b) Hell-Volhard-Zelinsky reaction.
(c) Finkelstein reaction
(d) none of the above.
24. Carboxylic acids readily dissolve in aqueous sodium bicarbonate, liberating carbondioxide.
Which one of the following is correct?
(a) The conjugate base of the carboxylic acid is more stable than the free carboxylic acid
(b) Free carboxylic acid and its conjugate base are of comparable stability
(c) The free carboxylic acid is more stable than its conjugate base
(d) The conjugated acid of the carboxylic acid is more stable than the free carboxylic acid
25. The correct order of acidic strength of carboxylic acid is:
(a) acetic acid < benzoic acid < formic acid
(b) formic acid < benzoic acid < acetic acid
(c) formic acid < acetic acid < benzoic acid
(d) acetic acid < formic acid < benzoic acid
26. HCOOH reacts with concentrated H2S04 to produce;
(a) CO
(b) N204
(c) SO3
(d) CO2
27. When acetic acid is treated with P205 the product is
O

(a) OC2H5
O O

(b) O

(c) O
OH
(d)
28. In the above reaction, product 'X' is
MgI

(i) CO2
X
(iii) H3O+
COOH

(a)
 CH2OH

(b) CHO

(c)

(d)
29. The product (C) in the following reactions is;
COOH

(i) NH3  P2O5

A B C


CO2H

(a) CONH2

(b) CN

(c) CH2NH2

(d)
30. Kolbe's electrolysis of ............ produces n-hexane on anode
31. Propionic acid and ethyl formate are ...........isomers
32. Monocarboxylic acids have higher boiling points than the corresponding alcohols
33. due to ………..
34. The conversion of acid chlorides into aldehydes by reduction is termed…….
35. Cannizzaro's reaction is followed by those aldehydes which .............α-hydrogen atom.
36. Pentan-2-one can be differentiated from pentan-3-one.by…….
37. Aldehydes show reducing properties due to their ready conversion in to........... .
38. The carbon atom of the carboxylic group is ............hybridized.
39. If a mixture of calcium acetate and calcium formate is heated. It………….yields
40. Acetaldehyde is treated with auminiumethoxide……………… formed
In the following questions a statement of assertion followed by a statement of reason is given.
Choose the correct answer out of the following choices.
(a) Assertion and reason both are correct and reason is correct explanation of assertion.
(b) Assertion and reason both are wrong statements.
 (c) Assertion is correct statement but reason is wrong statement.
(d) Assertion is wrong statement but reason is correct statement.
(e) Both assertion and reason are correct statements but reason is not correct explanation of
assertion
41. (A) Carbonyl compounds take part in nucleophilic addition reactions. ,
(R) These reactions are initiated by nucleophilic attack at the electron deficient carbon atom
42. (A) The addition of ammonia derivatives on carbonyl compounds is carried in weakly acidic
medium.
(R) In weakly acidic medium, attacking nucleophile-is also protonated.
43. (A) Acetaldehyde does not show aldol condensation.
(R) Compounds having at least one α-hydrogen give aldol condensation.
44. (A) The pKa value of acetic acid is lower than that of phenol.
(R) Phenoxide ion is more resonance stabilized
45. (A) Methanoic acid reduces mercuric chloride.
(R) Methanoicic acid has reducing aldehydic group.
46. (A) (CH3)3 C-COOH does not give Hell-Volhard-Zellinsky reaction.
(R) It does not have any α-hydrogen.
47. (A) The molecular weight of Ethanoic acid determined by depression in freezing point method in
benzene and water was found to be different.
(R) Water is polar in nature and benzene is non-polar solvent.

48. (A) Carboxylic acids have a group but it does not give the test of Carbonyl Group
(R) Due to resonance, Double bond character is greatly reduced.
49. (A) Aldehydes and ketones, both react with Tollen’s reagent to form silver mirror.
(R) Both, aldehydes and ketones contain a carbonyl group.
50. (A) o-Substituted benzoic acids are generally stronger acids than benzoic acids.
(B) Increased strength is due to ortho-effect.
51. Name the reagents used in the following reactions :
O

(I)

COOK
(ii)

52. Arrange the following compounds in increasing order of their property as indicated :
(i) CH3COCH3, C6H5COCH3, CH3CHO (reactivity towards nucleophilic addition reaction)
(ii) Cl—CH2—COOH, F—CH2—COOH, CH3—COOH (acidic character)
53. Write the equations involved in the following reactions:
(i) Wolff-Kishner reduction
(ii) Etard reaction
54. Write the reagents required in the following transformation :

55. Give the various structures of C4H8O2

(a) that can give iodoform test and gives white turbidity only on heating with Lucas reagent.
(b) that can be hydrolysed to give acetic acid and alcohol.
56. Answer the following
(a) Why the C=O in RCOOH is less reactive towards nuc1eophiles than in aldehydes and ketones
(b) Why 100% pure acetic acid is named glacial acetic acid?
57. Account for the following
(a) β- keto acids undergo decarboxylation easily.
(b) Fluoroacetic acid is stronger than chloroacetic acid
58. Predict the products in the following reactions

59.

60. Identify ’ x and y in the given equations

HCN
(i) O

COOH

NaOH + CaO
(ii)

61. Give simple chemical tests to distinguish between the following pairs of compounds
(i) Benzoic acid and Ethyl benzoate
(ii) Propanal and Butan-2-one
62. How will you convert the following
(i) Acetone to Iso-Propyl alcohol
(ii) Acetaldehyde to 2-Hydroxypropanoic acid
63. Write a suitable chemical equation to complete each of the following trans Formations :
(i) Butan-l-al to butanoic acid
(ii) 4-Methylacetophenone to benzene-1, 4-dicarboxylic acid
64. Draw the structure of die following compounds
(i) 2-Cyano-2-hydroxy-cyclohexanecarboxylic acid
(ii) 2-Formyl-benzoic acid ethyl ester
65. Illustrate the following name reactions:
(i) Cannizzaro’s reaction
(ii) Clemmensen reduction
66. Predict the products of the following reactions :

67. Predict the products of the following reactions :

68. Write structures of compounds A, B and C in each of the following reactions:

69. Do the following conversions in not more than two steps:

(i) Benzoic acid to benzaldehyde
(ii) Ethyl benzene to Benzoic acid
(iii) Propanone to Propene
70. Complete each synthesis by giving the missing material, reagent or products
71. Describe how the following conversions can be brought about :
(i) Cyclohexanol to cyclohexan-1-one (ii) Ethylbenzene to benzoic acid
(iii) Bromobenzene to benzoic acid
72. How are the following conversions carried out:
(i) Ethylcyanide to ethanoic acid
(ii) Butan-l-ol to butanoic acid
(iii) Methylbenzene to benzoic acid
Write chemical equations for the involved reactions.
73. An organic compound contains 69.77% carbon, 11.63% hydrogen and rest oxygen.The molecular
mass of the compound is 86. It does not reduce Tollen’s reagent but forms an addition compound
with sodium hydrogen sulphite and gives positive iodoform test. On vigorous oxidation it gives
ethanoic and propanoic acids. Derive the structure of the compound.
74. Complete the following chemical equations

75. A ketone (A) gives iodoform on reacting with. iodine and sodium hydroxide. (A) on reduction
gives (B) which on heating withsulphuric acid gives (C). (C) onozonolysis gives acetaldehyde
and acetone. Identify (A), (B) and (C). Also Write the chemical reaction involve.
76. How would you bring the following conversions?
(a) Acetone from acetaldehyde.
(b) Acetaldehyde to ethylene.
(c) Ethanal to 2-hydroxy but-3-en-l-oic acid.
77. How will accomplish the following conversions in not more than two steps :
(i) Benzoic acid to benzaldehyde
(ii) Mthyl benzene to Benzoic acid
(iii) Prapanone to Propene
Read the passage given below and answer the following questions :
78. Carboxylic acids dissociate in water to form carboxylate ion and hydronium ion RCOOH + H2O………….>
RCOO– +H3O+ The acidity of carboxyl group is due to the presence Of positive charge on oxygen which
liberates proton. The carboxylate ion formed is Resonance stabilised.

Carboxylic acids are stronger acids than phenols. Electron withdrawing groups (EWG) increase the acidity
of carboxylic acids by stabilising the conjugate base through delocalisation of negative charge by
inductive and/or resonance effects. Electron donating group (EDG) decrease the acidity by destabilising
the conjugate base
Arrange in the ascending order of acidity for the following compounds

(b)Arrange the following in decreasing order of acid catalysed esterification and also give Appropriate
reason
CH3CH2COOH, (CH3)2CHCOOH, (CH3)3CCOOH
(C)
 O

COOH

COOH
 SOCl2
A B

79. Read the given passage and answer the questions that follow.
Aldehydes, Ketones, Carboxylic acids and their derivatives are collectively called carboxyl
compounds which are widely spread both in plants and animal kingdom.They play an important
role in biological processes. They are responsible for fragrance and flavour of naturally occurring
compounds e.g., Vanilline), salicylaldehyde (from meadowsweet), cinnamaldehyde (from
cinnamon) and isoamyl acetate (from banana) have pleasant flavour. Acetone and acetic acid are
widely used as solvents and carboxylic acids are used to prepare drugs (Analgesics, antipyretics
etc.)
CHO

OCH3
(a) a. What is IUPAC name of : HO
(b) b. Write the structural formula of Iso-propyl Propionate
(c) c. Convert benzaldehyde to Cinnamaldehyde
80. (a) Illustrate the following reactions giving a suitable example for each.
(i) Cross aldol condensation (ii) Decarboxylation
(b) Give simple tests to distinguish between the following pairs of compounds :
(i) Pentan-2-one and Pentan-3-one (ii) Benzaldehyde and Acetophenone
(iii) Phenol and Benzoic acid
81. (a) Write chemical equations to illustrate the following name bearing reactions :
(i) Cannizzaro’s reaction (ii) Hell-Volhard-Zelinsky reaction
(b) Give chemical tests to distinguish between the following pairs of compounds :
(i) Propanal and Propanone (ii) Acetophenone and Benzophenone
(iii) Phenol and Benzoic acid
82. (a) Arrange the following compounds in an increasing order of their indicated property :
(i) Benzoic acid, 4-Nitrobenzoic acid, 3,4-Dinitrobenzoic acid, 4-Methoxybenzoic acid (acid
strength)
(ii) CH3CH2CH (Br) COOH, CH3CH (Br) CH2COOH,(CH3)2CHCOOH, CH3CH2CH2COOH
(acid strength)
(b) How would you bring about the following conversions :
(i) Propanone to Propene (ii) Benzoic acid to Benzaldehyde
(iii) Bromobenzene to 1-phenylethanol.
83. (a) Explain the mechanism of a nucleophilic attack on the carbonyl group of an aldehyde or a
ketone.
(b) An organic compound (A) (molecular formula C8H16O2) was hydrolysed with dilute sulphuric
acid to give a carboxylic acid (B) and an alcohol (C). Oxidation of (C) with chromic acid also
produced (B). On dehydration (C) gives but-1-ene. Write the equations for the reactions
involved.
84. (a) Give chemical tests to distinguish between the following pairs of compounds :
(i) Ethanal and Propanal (ii) Phenol and Benzoic acid
(b) How will you bring about the following conversions?
(i) Benzoic acid to benzaldehyde (ii) Ethanal to but-2-enal (iii) Propanone to propene
Give complete reaction in each case.