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Haloalkanes and Haloarenes

AIPMT 2009MCQMediumNot asked in last 5 yrs+4−1
Ques. 1AIPMT 2009

Trichloroacetaldehyde, CCl3CHO reacts with chlorobenzene in presence of sulphuric acid and produces

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

Answer

(3) [figure]

Solution

As per NCERT, DDT (p,p′-dichlorodiphenyltrichloroethane) is prepared by heating chloral with chlorobenzene in the presence of conc. H2SO4.

CCl3CHO + 2C6H5Cl conc. H2SO4 (p-ClC6H4)2CH-CCl3 + H2O

The C=O carbon of chloral becomes the central CH carbon, joined to two p-chlorophenyl groups and the CCl3 group.

Answer: (3)

Keep practising — Haloalkanes and Haloarenes

Ques. 2AIPMT 2008

In an SN2 substitution reaction of the type R-Br + Cl- DMF R-Cl + Br- which one of the following has the highest relative rate?

  1. CH3- CH3 | CH3 |C-CH2Br
  2. CH3CH2Br
  3. CH3CH2CH2Br
  4. CH3- CH3 |CH-CH2Br
Ques. 3AIPMT 2005

Which of the following undergoes nucleophilic substitution exclusively by SN1 mechanism?

  1. Ethyl chloride
  2. Isopropyl chloride
  3. Chlorobenzene
  4. Benzyl chloride
Ques. 4AIPMT 2004

Which of the following is least reactive in a nucleophilic substitution reaction?

  1. (CH3)3C-Cl
  2. CH2=CHCl
  3. CH3CH2Cl
  4. CH2=CHCH2Cl
Ques. 5AIPMT 2004

Chloropicrin is obtained by the reaction of

  1. steam on carbon tetrachloride
  2. nitric acid on chlorobenzene
  3. chlorine on picric acid
  4. nitric acid on chloroform
Out of syllabus
Ques. 6AIPMT 2002

Reactivity order of halides for dehydrohalogenation is

  1. R-F > R-Cl > R-Br > R-I
  2. R-I > R-Br > R-Cl > R-F
  3. R-I > R-Cl > R-Br > R-F
  4. R-F > R-I > R-Br > R-Cl
Ques. 7AIPMT 2001

An organic compound A (C4H9Cl) on reaction with Na/diethyl ether gives a hydrocarbon which on monochlorination gives only one chloro derivative, then A is

  1. t-butyl chloride
  2. s-butyl chloride
  3. iso-butyl chloride
  4. n-butyl chloride

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