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Aldehydes, Ketones and Carboxylic Acids

AIPMT 2015 (Cancelled)MCQMedium📈 Topic in 38% papers+4−1
Ques. 1AIPMT 2015 (Cancelled)

Treatment of cyclopentanone [figure] with methyl lithium gives which of the following species ?

  1. Cyclopentanonyl radical
  2. Cyclopentanonyl biradical
  3. Cyclopentanonyl anion
  4. Cyclopentanonyl cation

Answer

(3) Cyclopentanonyl anion

Solution

Methyl lithium ( CH3 --Li +) behaves like a Grignard reagent: the CH3 part is a strong nucleophile.

It attacks the electrophilic carbonyl carbon and the π electrons of C=O move to oxygen ⇒ a tetrahedral alkoxide ion is formed:

[figure]

∴ The species formed is an anion (alkoxide of cyclopentanone, which on hydrolysis gives 1-methylcyclopentanol).

Answer: (3)

Keep practising — Aldehydes, Ketones and Carboxylic Acids

Ques. 2AIPMT 2015 (Cancelled)

An organic compound 'X' having molecular formula C5H10O yields phenylhydrazone and gives negative response to the iodoform test and Tollens' test. It produces n-pentane on reduction. 'X' could be

  1. 3-pentanone
  2. n-amyl alcohol
  3. pentanal
  4. 2-pentanone
Ques. 3AIPMT 2014

Which one is most reactive towards nucleophilic addition reaction?

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 4NEET 2013

Reaction by which benzaldehyde cannot be prepared

  1. [figure] + CO + HCl in presence of anhydrous AlCl3
  2. [figure] + Zn/Hg and conc. HCl
  3. [figure] + CrO2Cl2 in CS2 followed by H3O+
  4. [figure] + H2 in presence of Pd-BaSO4
Ques. 5NEET 2013 (Karnataka)

In the following reaction: HC CH [Hg2+]H2SO4 'P' Product 'P' will not give

  1. Tollen's reagent test
  2. Brady's reagent test
  3. Victor Meyer test
  4. Iodoform test
Ques. 6AIPMT 2012 (Mains)

Consider the reaction : RCHO + NH2NH2 RCH = N - NH2 What sort of reaction is it?

  1. Electrophilic addition-elimination reaction
  2. Free radical addition-elimination reaction
  3. Electrophilic substitution-elimination reaction
  4. Nucleophilic addition-elimination reaction
Ques. 7AIPMT 2012 (Mains)

Which of the following compounds will give a yellow precipitate with iodine and alkali?

  1. Acetophenone
  2. Methyl acetate
  3. Acetamide
  4. 2-Hydroxypropane
Ques. 8AIPMT 2012 (Mains)

Consider the following reaction [figure] The product A is

  1. C6H5CHO
  2. C6H5OH
  3. C6H5COCH3
  4. C6H5Cl
Ques. 9AIPMT 2012 (Prelims)

In the following sequence of reactions CH3-Br KCNA H3O+B [ether]LiAlH4C the end product (C) is

  1. acetone
  2. methane
  3. acetaldehyde
  4. ethyl alcohol
Ques. 10AIPMT 2012 (Prelims)

CH3CHO and C6H5CH2CHO can be distinguished chemically by

  1. Benedict's test
  2. Iodoform test
  3. Tollens' reagent test
  4. Fehling's solution test
Ques. 11AIPMT 2012 (Prelims)

The correct order of decreasing acid strength of trichloroacetic acid (A), trifluoroacetic acid (B), acetic acid (C) and formic acid (D) is

  1. B > A > D > C
  2. B > D > C > A
  3. A > B > C > D
  4. A > C > B > D

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