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Haloalkanes and Haloarenes · Question 24

AIPMT 2011 (Prelims)MCQEasy📈 Topic in 50% papers+4−1
1

Which one is a nucleophilic substitution reaction among the following ?

  1. CH3-CH=CH2 + H2O H+ CH3- OH |CH-CH3
  2. RCHO + R'MgX R- OH |CH-R'
  3. CH3-CH2- CH3 |CH-CH2Br + NH3 CH3-CH2- CH3 |CH-CH2NH2
  4. CH3CHO + HCN CH3CH(OH)CN

Answer

(3) CH3-CH2- CH3 |CH-CH2Br + NH3 CH3-CH2- CH3 |CH-CH2NH2

Solution

(1) Acid-catalysed hydration of propene: electrophilic addition across C=C.

(2) Addition of Grignard reagent to the C=O group (followed by hydrolysis): nucleophilic addition.

(3) NH3 (nucleophile) replaces Br- (leaving group) from the alkyl halide: nucleophilic substitution (ammonolysis).

(4) Addition of HCN to ethanal giving the cyanohydrin: nucleophilic addition.

Answer: (3)

AIPMT 2011 (Prelims)

Keep practising — Haloalkanes and Haloarenes

2

In the following reaction C6H5CH2Br [2. H3O+]1. Mg, ether X, the product 'X' is

  1. C6H5CH2OCH2C6H5
  2. C6H5CH2OH
  3. C6H5CH3
  4. C6H5CH2CH2C6H5
AIPMT 2010 (Mains)
3

The reaction of toluene with Cl2 in presence of FeCl3 gives X and reaction in presence of light gives Y. Thus, X and Y are

  1. X = Benzal chloride, Y = o-chlorotoluene
  2. X = m-chlorotoluene, Y = p-chlorotoluene
  3. X = o- and p-chlorotoluene, Y = Trichloromethyl benzene
  4. X = Benzyl chloride, Y = m-chlorotoluene
AIPMT 2010 (Prelims)
4

Which one is most reactive towards SN1 reaction?

  1. C6H5CH(C6H5)Br
  2. C6H5CH(CH3)Br
  3. C6H5C(CH3)(C6H5)Br
  4. C6H5CH2Br
AIPMT 2010 (Prelims)
5

The correct order of increasing reactivity of [figure] C–X bond towards nucleophile in the following compounds is

  1. I < II < IV < III
  2. II < III < I < IV
  3. IV < III < I < II
  4. III < II < I < IV
AIPMT 2010 (Prelims)
6

Which of the following reactions is an example of nucleophilic substitution reaction?

  1. 2RX + 2Na R-R + 2NaX
  2. RX + H2 RH + HX
  3. RX + Mg RMgX
  4. RX + KOH ROH + KX
AIPMT 2009
7

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

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
AIPMT 2009
8

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
AIPMT 2008
9

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

  1. Ethyl chloride
  2. Isopropyl chloride
  3. Chlorobenzene
  4. Benzyl chloride
AIPMT 2005
10

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

  1. (CH3)3C-Cl
  2. CH2=CHCl
  3. CH3CH2Cl
  4. CH2=CHCH2Cl
AIPMT 2004
11

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 syllabusAIPMT 2004

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