CET Section

Subject Topic Revision Date

CET – WT
Chemistry Aldehydes & Ketones 2nd Dec 2024
C20241202

Max. Marks: 60 Duration: 1 Hour

1. This paper consists of 60 questions.

• Multiple Choice Questions with one correct answer. A correct answer carries 1 Mark. No Negative
marks.

2. The OMR sheet for 200 questions is to be used

3. Use of calculators and log tables is prohibited

4. Darken the appropriate bubble using a pen in the OMR sheet provided to you. Once entered, the
answer cannot be changed. Any corrections or modifications will automatically draw a penalty of
1 mark

5. No clarification will be entertained during the examination. Doubts in the paper can be reported
to the coordinator after the exam

6. If the details in the OMR Sheet are not filled, If the OMR sheet is mutilated, torn, white Ink used,
the circles filled and scratched, then the OMR sheet will not be graded

All the best!!

Useful Data
At. Wt.:
N = 14; O = 16; H = 1; S = 32; Cl = 35.5; Mn = 55; Na = 23; C = 12; Ag = 108; K = 39; Fe = 56; Pb = 207

Physical Constants:

h = 6.626  10−34 Js , N a = 6.022  1023 mol-1 , c = 2.998  108 m s-1 , me = 9.110−31 kg , R = 8.314 J mol-1 K -1
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Multiple Choice Questions with one correct answer. A correct answer carries 1 mark. No negative
mark. 60 x 1 = 60
1. Benzophenone and benzaldehyde can be distinguished by
(a) Tollen’s solution (b) Fehling’s solution (c) Iodoform test (d) DNP solution
Sol:

Ans: (a)
2. Crossed Cannizzaro reaction can be given by the following combination

(a) CH 3CHO, HCHO (b) C6 H 5CHO, CH 3CHO

(c) C6 H 5CHO, HCHO (d) All of these

Sol: There should not be H at  − C (or  − C absent for Cannizzaro reaction.

Ans: (c)
3. In which case, C == C (alkene) and C == O (carbonyl group) do not differ?
(a) Hybridisation of carbon (b) Dipole moment
(c) Energy of double bond (d) Bond length of double bond
Sol:

They do not differ in hybridisation of carbon.

Ans: (a)
4. Reaction of a carbonyl compound with one of the following reagents involves nucleophilic addition
followed by elimination of water. The reagent is
(a) Hydrazine in presence of feebly acidic solution
(b) Hydrocyanic acid
(c) Sodium hydrogen sulphite
(d) Grignard reagent
Sol:

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Ans: (a)
5. Acetophenone cannot be prepared easily starting from

(a) C6 H 5 CH ( OH ) CH 3 (b) C6 H 5 CH 3 (c) C6 H 5 C  CH (d) C6 H 6

Sol: Acetophenone cannot be prepared easily from toluene, as −CH 3 group cannot be easily converted

to - COCH 3 group

Ans: (b)
6. The product obtained by the reaction of mixture of benzaldehyde and formaldehyde is treated with
strong alkali followed by the acidification is
(a) Benzyl alcohol and formic acid (b) benzoic acid and methyl alcohol
(c) benzoic acid and benzyl alcohol (d) formaldehyde and methyl alcohol
Sol: This is cannizzaros reaction. Here more reactive aldehyde undergoes oxidation.
Ans: (a)
7. When aldehydes react with Tollen’s reagent:
(a) A ketone is produced (b) An alcohol is produced
+ +
(c) Ag ions are produced (d) Ag ions are reduced
+
Sol: RCHO + 2  Ag ( NH 3 )  + 3OH → RCOO + 2Ag + 2H 2 O + 4NH3
− −

Ans: (d)
8. Which of the following does not give iodoform?
(a) 2- pentanone (b) Ethanol (c) Ethanal (d) 3-pentanone

Sol: All aldehydes and ketones which contain CH 3CO group or CH 3CHOH group give iodoform test.

3-pentanone is CH 3CH 2COCH 2CH 3 , does not contain these groups and hence it does not give

iodoform
Ans: (d)
9. Under WolfKishner reduction, the conversion which may be brought about is
(a) Benzaldehyde into benzyl alcohol (b) Cyclohexanol to cyclohexane
(c) Cyclohexanone to Cyclohexanol (d) Benzophenone to diphenyl methane
Sol: WolfKishner reduction converts a ketone to hydrocarbon.
Ans: (d)
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10. Which statement about an aldol reaction is incorrect?

(a) The product of an aldol reaction between two aldehydes is a - diketone
(b) The first step in an aldol reaction is deprotonation at the  − H position.
(c) An aldol reaction may occur between two aldehydes, and one reactant (at least) must contain an
 − H atom.
(d) An aldol reaction is a C − −C bond forming reaction.
Sol: The product in the aldol condensation reaction between two aldehydes is  ,  - hydroxy

aldehyde which on heating gives,  ,  unsaturated aldehyde.

Ans: (a)
11. Benzaldehyde can be obtained by the reaction of toluene on
(a) lithium aluminium hydride (b) chromyl chloride in carbon tetrachloride
(c) alkaline potassium permanganate (d) acidified potassium dichromate
Sol: The reaction is Etard’s reaction.
Ans: (b)
12. Aldehydes and ketones can be reduced to corresponding hydrocarbons by
(a) refluxing with strong acids

(b) passing the vapours under heated PbO2

(c) refluxing with zinc amalgam and con. HCl

(d) refluxing with strong alkali
Sol: This reaction is called Clemenson’s reduction.
Ans: (c)
13. Which of the following does not give brick red precipitate with Fehling’s solution?
(a) formalin (b) D – glucose (c) acetone (d) acetaldehyde
Sol: D - glucose is an aldehyde and reduces Fehling’s solution. Ketones are not oxidized by Fehling’s
solution. So, acetone given in the alternative (c) does not reduce Fehling solution.
Ans: (c)
14. Which of the following does not give the silver mirror test?

(a) HCOOH (b) CH 3CHO (c) CH 3COCH 3 (d) C6 H 5CHO

Sol: Ketones do not give silver mirror test. Hence option (c) is the correct choice
Ans: (c)
15. Which of the following compounds is oxidised to prepare methyl ethyl ketone?
(a) 2 – Propanol (b) 1 -Butanol (c) 2-Butano1 (d) tert - Butyl alcohol
Sol: Ketones are the oxidation products of secondary alcohols. Secondary alcohol with 4 carbon atoms is
2 - butanol
Ans: (c)
16. Which one of the following substance is not a starting substance for the preparation of formaldehyde?
(a) Calcium formate (b) Methanol (c) Ethanol (d) Methane

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Sol: Calcium formate on dry distillation gives formaldehyde. Methanol or methane on oxidation yield
formaldehyde. Ethanol on oxidation gives ethanol and hence it is not the starting substance for the
preparation of formaldehyde.
Ans: (c)
17. Cyanohydrins are formed from carbonyl compounds by _______________ reaction mechanisms
(a) Free radical (b) Nucleophilic Substitution
(c) Nucleophilic Addition (d) Electrophilic Addition
Sol: Addition of HCN to carbonyl compound to give respective cyanohydrin is an example of
nucleophilic addition reaction.
Ans: (c)
18. Acetaldehyde does not respond to
(a) Tollen’s test (b) Benedict’s test (c) Lucas test (d) iodoform test
Sol: Lucas test is for alcohol.
Ans: (c)
19. Pure propanone can be prepared by ozonolysis of
(a) 1, 2 − dimethyl −2 − butene (b) 1− pentene

(c) 2 − methyl −2 − butene (d) 2,3 − dimethyl −2 − butene

Sol:

Pure acetone means no other compound is formed.

Ans: (d)
20. The reaction of formaldehyde with ammonia produces
(a) An amine (b) An amide
(c) Aldehyde ammonia (d) Hexamethylenetetramine
Sol: The reaction of formaldehyde with ammonia produces hexamethylenetetramine.

→ ( CH 2 )6 N 4 + 6 H 2O
6 HCHO + 4 NH 3 ⎯⎯

Ans: (d)
21. The substance used to preserve biological specimens is
(a) Acetone (b) Solution of formaldehyde in water
(c) Formic acid (d) Acetaldehyde
Sol: solution of formaldehyde in water
Ans: (b)

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22. When an aldehyde was heated with alkali part of it was converted into alcohol and part of it into an
acid. The aldehyde is
(a) An aliphatic aldehyde other than formaldehyde
(b) An aliphatic aldehyde or salicylaldehyde
(c) An aromatic aldehyde other than salicylaldehyde
(d) An aromatic aldehyde or formaldehyde
Sol: Formaldehyde and benzaldehyde answer Cannizzaro reactions which involves the conversion of the
aldehyde into a mixture of an alcohol and an acid. Thus option (d) can be chosen.
Ans: (d)
23. An organic acid was converted into its calcium salt and the dry salt was heated in a retort out of contact
with air. If the product was acetone, then the organic acid is
(a) formic acid (b) oxalic acid (c) lactic acid (d) acetic acid
Sol: If on dry distillation acetone is formed, then the calcium salt should be calcium acetate. Then acetic
acid must be the original acid.
Ans: (d)
24. Which of the following methods cannot produce aldehydes?
(a) Oxidation of primary alcohols (b) Dehydrogenation of secondary alcohols
(c) Ozonolysis of alkenes (d) Hydration of ethyne with acid
Sol: The dehydrogenation of secondary alcohols gives ketones. Aldehydes are obtained by the
dehydrogenation of primary alcohols.
Ans: (b)
25. The reagent used to convert pentanenitrile to pentanal?

(a) K 2 Cr2 O7 with aqueous H 2 SO4 in acetone

(b) DIBAL

(c) KMnO4 with aqueous H 2 SO4 in acetone

(d) PCC in CH 2 Cl2

Sol: Nitriles can be selectively converted to aldehydes by reduction using diisobutylaluminium hydride,
(DIBAL-H) followed by hydrolysis. This is a selective reagent reduces only polar multiple bond

( −C  N ) but does not attack non polar multiple bond ( C = C )

Ans: (b)
26. Reagent used to convert butanone to propanoic acid is
(a) Tollen’s reagent (b) Fehling’s reagent
+
(c) I 2 / NaOH / H (d) Alkaline potassium permanganate

Sol: This is iodoform formation reaction

CH 3COCH 2CH 3 ⎯⎯⎯⎯

I z / NaOH
→ Cl3COCH 2CH 3 ⎯⎯⎯⎯
Iz / NaOH
→ CHI3 + CH 3CH 2 COONa

Ans: (c)

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27. The product formed by the reaction of acetaldehyde with excess of ethyl alcohol in the presence of dry
HCl

(a) (b)

(c) (d)

Sol: This is acetal formation reaction

Ans: (b)
28. Cannizzaro’s reaction is a case of auto oxidation and reduction. Pick the correct statement.
(a) It is a typical reaction of all aliphatic aldehydes
(b) It is a reaction answered only by aromatic aldehydes
(c) It is a reaction answered by all aldehydes
(d) Formaldehyde is the aliphatic aldehyde which answers the reaction
Sol: Cannizzaro’s reaction is a case of auto oxidation and reduction. In this reaction two molecules of an
aldehyde not containing  − hydrogen atoms react. Formaldehyde does not contain  − hydrogen
atom. Hence it answers this reaction. Acetaldehyde and higher members of the homologous series
contain  − hydrogen atom. Hence, they do not answer Cannizzaro’s reaction.
Ans: (d)
29. Which of the following substances does not form an adduct with sodium bisulphite?
(a) Acetone (b) Acetaldehyde (c) Acetophenone (d) Benzaldehyde
Sol: Adduct means an addition compound. Due to steric hindrance acetophenone cannot form an adduct
with sodium bisulphite.
Ans: (c)
30. When acetone is treated with dil NaOH , diacetone alcohol is obtained. This reaction is known as
(a) Self-condensation (b) Fittig reaction (c) Aldol condensation (d) Perkin’s condensation
Sol: Aldol condensation
Ans: (c)
31. A new carbon-carbon bond formation is not possible in
(a) Cannizzaro reaction (b) Friedel - Craft’s alkylation
(c) Wurtz’s reaction (d) Reimer - Tiemann reaction
Sol: In Friedel - Crafts reaction carbon atom of alkyl group joins the ring carbon. In Wurtz’s reaction

carbon atoms of alkyl groups link. In Reimer - Tiemann reaction carbon atom of CHCl3 or CCl4 joins

the ring carbon. Only in Cannizzaro reaction no C − C bond is formed.

Ans: (a)
32. Acetaldehyde and acetone differ in their reaction with
(a) Sodium bisulphite (b) Ammonia
(c) Phosphorus pentachloride (d) phenyl hydrazine

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Sol: With ammonia, acetaldehyde gives an addition compound while acetone gives a condensation
product. With the reagents mentioned under the other alternatives, acetaldehyde and acetone react
similarly.
Ans: (b)
33. The Cannizzaro’s reaction is not given by
(a) Trimethylacetaldehyde (b) Benzaldehyde
(c) Acetaldehyde (d) Formaldehyde
Sol: Trimethyl acetaldehyde having the formula does not contain  − hydrogen atoms

Hence trimethyl acetaldehyde, formaldehyde and benzaldehyde answer Cannizzaro’s reaction.

Acetaldehyde containing  − hydrogen atom does not answer Cannizzarots reaction.
Ans: (c)
34. When ethanal is heated with Fehling’s solution, it gives a precipitate of

(a) Cu (b) Cu2 O (c) CuO (d) Cu2O + CuO

Sol: CH 3CHO + 2CuO ⎯⎯

→ Cu2O + CH 3COOH
Ans: (b)
35. Acetaldehyde gives orange colored precipitate on treatment with

(a) 2,4 -DNPH (b) NH 2 OH (c) NaHSO 3 (d) NaOH

Sol: All carbonyl compounds produce orange precipitate with 2,4- DNPH solution
Ans: (a)

36. The increasing order of the rate of HCN addition to compounds A - D is HCHO CH3COCH3
I II

PhCOCH3 PhCOPh
III IV

(a) I < II < III < IV (b) IV < II < III < I (c) IV < III < II < I (d) III < IV < II < I
Sol: Addition of HCN is a nucleophilic reaction. Greater the electron deficiency of C atom of carbonyl
group, higher the rate of reaction. Hence,

Ans: (c)

37. Propyne on treatment with aqueous H 2 SO4 in the presence of mercury (II) sulphate gives

(a) Propionic acid (b) Propanone (c) Propanol-2 (d) Propene

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Sol:

Ans: (b)
38. Acetyl chloride reacts with _______ to give butan-2-one.
(a) cadmium chloride (b) methyl magnesium chloride
(c) dimethyl cadmium (d) diethyl cadmium
Sol: For butan-2-one to form from acetyl chloride, the Cl group needs to be replaced by an ethyl group.
This ethyl group is obtained from diethyl cadmium which is produced from the reaction between ethyl
magnesium bromide and cadmium chloride.
Ans: (d)
39. Which among the following is used as a reagent in laboratory for the detection of carbonyl group?

(a) C6 H 5 NH 2 (b) 2, 4 - dinitrophenyl hydrazine

(c) (d) NH 2 OH

Sol: Conceptual
Ans: (b)
40. Rosenmund reduction cannot be used for the preparation of

(a) C6 H 5 CHO (b) CH 3CHO (c) CH 3 − CH − CHO (d) HCHO

|
CH3

Sol:

is very unstable.
Ans: (d)
41. Which of the following reagents can be used to convert but-1-yne to butanone?
+
(a) K 2Cr2O7 / H (b) dil. H 2 SO4 / HgSO4

(c) CrO3 in presence of ( CH 3CO )2 O (d) O3 / Zn − H 2O

Sol:

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Ans: (b)
42. m − chlorobenzaldehyde on reaction with conc. KOH at room temperature gives:
(a) Potassium m − chlorobenzoate and m − hydroxybenzaldehyde
(b) m − chlorobenzyl alcohol and m − chlorobenzyl alcohol
(c) m − chlorobenzyl alcohol and m − hydroxyl benzyl alcohol
(d) Potassium m − chloro benzoate and m − chlorobenzyl alcohol
Sol: The reaction is Cannizzaro reaction.

Ans: (d)
43. Identify the reagent(s) for the conversion of chlorobenzene to 3-chlorobenzaldehyde.

(a) Cr O3 and ( CH 3CO )2 O (b) CrO 2 Cl 2 ;H 2 O

(c) Cl 2 / hv ;H 2 O (d) CO, HCl and CuCl

Sol: When benzene or its derivative is treated with CO and HCl in the presence of anhydrous AlCl3 or

CuCl , it gives a benzaldehyde or substituted benzaldehyde. This is known as Gatterman-Koch reaction.

Sol: (d)

44. HCHO reacts with CH 3 MgI followed by hydrolysis to give:

(a) CH 3 − CH 2OH (b) CH 3OH (c) CH 3CH 2 I (d) CH 3 I

Sol: CH 3 MgI + HCHO ⎯⎯⎯

H O
→ CH 3CH 2OH
2

Ans: (a)
Pd + BaSO
45. The reaction CH 3COCl + H 2 ⎯⎯⎯⎯⎯
4 → CH CHO + HCl is called
3

(a) Ullmann’s reaction (b) Rosenmund’s reaction

(c) Wurtz fitting’s reaction (d) Hoffman’s reaction
Sol: Conceptual
Ans: (b)
46. Which of the following has most acidic hydrogen?
(a) Hexane- 3-one (b) Hexane-2,4-dione (c) Hexane-2,5-dione (d) Hexane-2,3-dione

Sol: −CH 2 − group of hexane-2,4-dione is flanked between two electron withdrawing groups.

Ans: (b)

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47. What is the correct order of reactivity of the following towards nucleophilic addition?
(a) Methanal > Ethanal > Acetone (b) Acetone > Ethanal > Methanal
(c) Methanal > Acetone > Ethanal (d) Ethanal > Methanal > Acetone
Sol: Methanal is the most reactive among aldehydes and ketones due to electronic and stearic reasons.
Methanal (HCHO) does not have any alkyl groups that release electrons toward carbonyl carbon, thus
making it more electrophilic. Also, presence of only two H atoms do not provide any hinderance to the
attack of incoming nucleophile.
Ans: (a)
Ba ( OH ) 
48. 2CH 3 − CO − CH 3 ⎯⎯⎯⎯
2 → Ketol ⎯⎯⎯→ Compound 'X ' , The compound ’X’ is
−H O 2

(a) 4 - Hydroxy - 3 – pentanone (b) 4 - Hydroxy - 2 - pentanone

(c) 4 - Methylpent - 3 - en - 2 – one (d) 3 - Methylpent - 3 - en - 2 one
Sol: 4-Methylpent - 3 - en - 2 -one

Ans: (c)

49. Benzaldehyde reacts with PCl5 to give

(a) Benzyl chloride (b) Benzoyl chloride (c) Benzal chloride (d) Chlorobenzene

Sol: C6 H 5CH O + PCl3  Cl2 ⎯⎯

→ C6 H 5CHCl2 + POCl3

Ans: (c)
50. Aldehydes and ketones on reduction respectively give
(a) Primary and secondary alcohols (b) Secondary and primary alcohols
(c) Secondary and tertiary alcohols (d) Primary and tertiary alcohols
Sol: On reduction, aldehydes give primary alcohols while ketones give secondary alcohols.
Ans: (a)
51. Acetaldehyde reacts with chlorine to give:

(a) CCl4 (b) CHCl3 (c) CCl3COCH 3 (d) CCl3 .CHO

Sol: CH 3 − CHO ⎯⎯⎯

2 → CCl − CHO
Cl
3

Ans: (d)
52. When benzal chloride is boiled with limewater, the product formed is
(a) Benzyl alcohol (b) Benzaldehyde (c) Benzoic acid (d) Benzene
Sol:

Ans: (b)

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53. Benzaldehyde can be prepared by the action of chromyl chloride on toluene dissolved in carbon
disulphide. The reaction is known as
(a) Etard’s reaction (b) Hofmann’s reaction
(c) Schotten - Baumann’s reaction (d) Fittig’s reaction

Sol: C6 H 5CH 3 + O  → C6 H 5CHO + H 2O This reaction taking place under the conditions mentioned in

the question is called Etard’s reaction.

Ans: (a)
54. Which one of the following alcohol gives a ketone on oxidation?
(a) Ethyl alcohol (b) Isopropyl alcohol
(c) Tertiary butyl alcohol (d) Glycol
Sol: Secondary alcohols give ketones on oxidation. Among the alcohols give only isopropyl alcohol in
secondary alcohol.

Ans: (b)
55. The compound formed when calcium acetate is dry distilled is
(a) Acetaldehyde (b) Formldehyde (c) Acetone (d) Chlorobenzene
Sol:

Ans: (c)
56. The incorrect statement for aldehydes and ketones is
(a) Methanal, ethanal and propanone are miscible in water
(b) All aldehydes and ketones are fairly soluble in organic solvents like benzene, chloroform, etc
(c) Many naturally occurring aldehyde and ketones are used in the blending of perfumes
(d) All aldehydes and ketones are fragrant
Sol: Lower aldehydes often have a pungent odour, higher aldehydes and ketones can have less pungent
or even bland odours. Therefore, not all aldehydes and ketones are fragrant
Ans: (d)
57. Which of the following aldehydes is most reactive for nucleophilic addition reaction?

(a) C6 H 5 − CHO (b) CH 3CHO

(c) HCHO (d) All have equal reactivity

Sol: Nucleophilic addition reaction depends on electronic factor and steric factor

HCHO  CH 3CHO  C6 H 5CHO

Ans: (c)

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58. Among the following compounds which will react with acetone to give product containing

(a) C6 H 5 NH 2 (b) ( CH 3 )3 N (c) C6 H 5 − NH − C6 H 5 (d) C6 H 5 − NH − CH 3

Sol: Nucleophile having − NH 2 group forms

Ans: (a)

59. CH 3CH 2CN ⎯⎯→ CH 3CH 2CHO . ’X’ is

X

(a) SnCl2 / HCl , H 2O / boil (b) H 2 / Pd − BaSO4

+
(c) LiAlH 4 / ether (d) NaBH 4 / ether, H 3O

Sol:

Ans: (a)
60. Identify the catalyst in the nucleophilic addition of HCN to acetone.
(a) NaOH (b) HCl (c) NaCl (d) NaCN
Sol: Acetone reacts with HCN to give a cyanohydrin of acetone. But this reaction proceeds very slowly
with pure HCN. So, the reaction is carried out in a basic medium which removes the proton from HCN
−
and produces CN ion which is a stronger nucleophile and makes the reaction faster.
Ans: (a)

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Key Answers:

1. a 2. c 3. a 4. a 5. b 6. a 7. d 8. d 9. d 10. a
11. b 12. c 13. c 14. c 15. c 16. c 17. c 18. c 19. d 20. d
21. b 22. d 23. d 24. b 25. b 26. c 27. b 28. d 29. c 30. c
31. a 32. b 33. c 34. b 35. a 36. c 37. b 38. d 39. b 40. d
41. b 42. d 43. d 44. a 45. b 46. b 47. a 48. c 49. c 50. a
51. d 52. b 53. a 54. b 55. c 56. d 57. c 58. a 59. a 60. a

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