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Aldehydes, Ketones and Carboxylic Acids

AIPMT 2010 (Prelims)MCQMediumNot asked in last 5 yrs+4−1
Ques. 1AIPMT 2010 (Prelims)

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

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

Answer

(4) [figure]

Solution

KMnO4/KOH oxidises the whole side chain of an alkylbenzene to –COOH (as benzoate; benzoic acid after acidification), so B is benzoic acid, C6H5COOH.

–COOH is a deactivating, meta-directing group, Br2/FeCl3 brominates the meta position, which makes C m-bromobenzoic acid.

C2H5OH/H+ then esterifies the –COOH group, so D is ethyl m-bromobenzoate (option 4).

Answer: (4)

Keep practising — Aldehydes, Ketones and Carboxylic Acids

Ques. 2AIPMT 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. 3AIPMT 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. 4AIPMT 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. 5AIPMT 2008

A strong base can abstract an α-hydrogen from

  1. ketone
  2. alkane
  3. alkene
  4. amine
Ques. 6AIPMT 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. 7AIPMT 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. 8AIPMT 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. 9AIPMT 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. 10AIPMT 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
Ques. 11AIPMT 2007

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

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