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Aldehydes, Ketones and Carboxylic Acids

AIPMT 2010 (Mains)MCQMedium📈 Topic in 25% papers+4−1
Ques. 1AIPMT 2010 (Mains)

Which one of the following compounds will be most readily dehydrated?

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]

Answer

(3) [figure]

Solution

In (1), (2) and (4) the –OH group is on the α-carbon of the ketone.

In (3) the –OH group is on the β-carbon (a β-hydroxy ketone, i.e. an aldol-type product).

∵ As per NCERT, β-hydroxy carbonyl compounds lose water readily (even on gentle heating) to give α,β-unsaturated carbonyl compounds, which are stabilised by conjugation of C=C with C=O.

CH3COCH2CH(OH)CH2CH2CH3

-H2O CH3COCH=CHCH2CH2CH3

∴ Compound (3) is dehydrated most readily.

Answer: (3)

Keep practising — Aldehydes, Ketones and Carboxylic Acids

Ques. 2AIPMT 2010 (Prelims)

In a set of reactions, ethylbenzene yielded a product D. [figure] D would be

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 3AIPMT 2010 (Prelims)

Which of the following reactions will not result in the formation of carbon-carbon bonds?

  1. Reimer-Tiemann reaction
  2. Cannizzaro reaction
  3. Wurtz reaction
  4. Friedel-Crafts acylation
Ques. 4AIPMT 2010 (Prelims)

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

  1. CH3COOCH3
  2. CH3CONH2
  3. CH3COOCOCH3
  4. CH3COCl
Ques. 5AIPMT 2009

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
Ques. 6AIPMT 2008

A strong base can abstract an α-hydrogen from

  1. ketone
  2. alkane
  3. alkene
  4. amine
Ques. 7AIPMT 2008

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.
Ques. 8AIPMT 2008

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

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 9AIPMT 2007

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
Ques. 10AIPMT 2007

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.
Ques. 11AIPMT 2007

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

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