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Aldehydes, Ketones and Carboxylic Acids · Question 59

AIPMT 2010 (Prelims)MCQMedium📈 Topic in 0% papers+4−1
1

Among the given compounds, the most susceptible to nucleophilic attack at the carbonyl group is

  1. CH3COOCH3
  2. CH3CONH2
  3. CH3COOCOCH3
  4. CH3COCl

Answer

(4) CH3COCl

Solution

Reactivity of acyl compounds towards nucleophiles depends on how electron-deficient the carbonyl carbon is and on how good the leaving group is.

–Cl donates very little electron density to C=O by resonance (poor 2p–3p overlap) and withdraws strongly by –I effect; Cl- is also the best leaving group.

Order: CH3COCl > (CH3CO)2O > CH3COOCH3 > CH3CONH2

Acetyl chloride is the most susceptible to nucleophilic attack.

Answer: (4)

AIPMT 2010 (Prelims)

Keep practising — Aldehydes, Ketones and Carboxylic Acids

2

Propionic acid with Br2/P yields a dibromo product. Its structure would be

  1. [figure]
  2. CH2(Br)-CH2-COBr
  3. [figure]
  4. CH2(Br)-CH(Br)-COOH
AIPMT 2009
3

A strong base can abstract an α-hydrogen from

  1. ketone
  2. alkane
  3. alkene
  4. amine
AIPMT 2008
4

The relative reactivities of acyl compounds towards nucleophilic substitution are in the order of

  1. Acid anhydride > Amide > Ester > Acyl chloride
  2. Acyl chloride > Ester > Acid anhydride > Amide
  3. Acyl chloride > Acid anhydride > Ester > Amide
  4. Ester > Acyl chloride > Amide > Acid anhydride.
AIPMT 2008
5

Acetophenone when reacted with a base, C2H5ONa, yields a stable compound which has the structure

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
AIPMT 2008
6

Reduction of aldehydes and ketones into hydrocarbons using zinc amalgam and conc. HCl is called

  1. Cope reduction
  2. Dow reduction
  3. Wolff-Kishner reduction
  4. Clemmensen reduction
AIPMT 2007
7

The product formed in Aldol condensation is

  1. a beta-hydroxy aldehyde or a beta-hydroxy ketone
  2. an alpha-hydroxy aldehyde or ketone
  3. an alpha, beta unsaturated ester
  4. a beta-hydroxy acid.
AIPMT 2007
8

Which one of the following on treatment with 50% aqueous sodium hydroxide yields the corresponding alcohol and acid?

  1. C6H5CHO
  2. CH3CH2CH2CHO
  3. CH3- O \|C-CH3
  4. C6H5CH2CHO
AIPMT 2007
9

Which of the following represents the correct order of the acidity in the given compounds ?

  1. FCH2COOH > CH3COOH > BrCH2COOH > ClCH2COOH
  2. BrCH2COOH > ClCH2COOH > FCH2COOH > CH3COOH
  3. FCH2COOH > ClCH2COOH > BrCH2COOH > CH3COOH
  4. CH3COOH > BrCH2COOH > ClCH2COOH > FCH2COOH
AIPMT 2007
10

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

  1. formaldehyde
  2. acetaldehyde
  3. acetone
  4. diethyl ketone
AIPMT 2006
11

Nucleophilic addition reaction will be most favoured in

  1. CH3CHO
  2. CH3-CH2-CH2- O \|C-CH3
  3. (CH3)2C=O
  4. CH3CH2CHO
AIPMT 2006

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