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Haloalkanes and Haloarenes · Question 19

NEET 2016 (Phase 2)MCQEasy📈 Topic in 50% papers+4−1
1

Consider the reaction, CH3CH2CH2Br + NaCN CH3CH2CH2CN + NaBr The reaction will be the fastest in

  1. ethanol
  2. methanol
  3. N,N-dimethylformamide (DMF)
  4. water

Answer

(3) N,N-dimethylformamide (DMF)

Solution

1-Bromopropane is a 1° halide ⇒ the substitution by CN- follows the SN2 mechanism.

Protic solvents (water, methanol, ethanol) solvate CN- by H-bonding ⇒ its nucleophilicity falls.

DMF is a polar aprotic solvent ⇒ dissolves NaCN but leaves CN- almost free (unsolvated) ⇒ SN2 is fastest.

Answer: (3)

NEET 2016 (Phase 2)

Keep practising — Haloalkanes and Haloarenes

2

Which of the following reaction(s) can be used for the preparation of alkyl halides? (I) CH3CH2OH + HCl Anh. ZnCl2 (II) CH3CH2OH + HCl Anh. ZnCl2 (III) (CH3)3COH + HCl Anh. ZnCl2 (IV) (CH3)2CHOH + HCl Anh. ZnCl2

  1. (I) and (II) only
  2. (IV) only
  3. (III) and (IV) only
  4. (I), (III) and (IV) only
AIPMT 2015
3

In the replacement reaction [figure] The reaction will be most favourable if M happens to be

  1. Na
  2. K
  3. Rb
  4. Li
AIPMT 2012 (Mains)
4

Which of the following compounds undergoes nucleophilic substitution reaction most easily?

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
AIPMT 2011 (Mains)
5

Consider the reactions. (i) (CH3)2CH-CH2Br C2H5OH (CH3)2CH-CH2OC2H5 + HBr (ii) (CH3)2CH-CH2Br C2H5O- (CH3)2CH-CH2OC2H5 + Br- The mechanisms of reactions (i) and (ii) are respectively

  1. SN1 and SN2
  2. SN1 and SN1
  3. SN2 and SN2
  4. SN2 and SN1
AIPMT 2011 (Mains)
6

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
AIPMT 2011 (Prelims)
7

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)
8

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)
9

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)
10

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)
11

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

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