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Haloalkanes and Haloarenes

AIPMT 2015MCQEasy📈 Topic in 12% papers+4−1
Ques. 1AIPMT 2015

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

Answer

(4) (I), (III) and (IV) only

Solution

As per NCERT, primary and secondary alcohols react with HCl only in the presence of anhydrous ZnCl2 (Groove's process), whereas tertiary alcohols react readily with concentrated HCl at room temperature without a catalyst.

(I) 1° alcohol + HCl / anhyd. ZnCl2 ⇒ CH3CH2Cl ✓

(II) 1° alcohol + HCl without ZnCl2 ⇒ no appreciable reaction ✗

(III) 3° alcohol + HCl ⇒ (CH3)3CCl ✓

(IV) 2° alcohol + HCl / anhyd. ZnCl2 ⇒ (CH3)2CHCl ✓

∴ (I), (III) and (IV) can be used.

Answer: (4)

Keep practising — Haloalkanes and Haloarenes

Ques. 2AIPMT 2012 (Mains)

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

  1. Na
  2. K
  3. Rb
  4. Li
Ques. 3AIPMT 2011 (Mains)

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

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

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
Ques. 5AIPMT 2011 (Prelims)

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
Ques. 6AIPMT 2010 (Mains)

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

  1. C6H5CH2OCH2C6H5
  2. C6H5CH2OH
  3. C6H5CH3
  4. C6H5CH2CH2C6H5
Ques. 7AIPMT 2010 (Prelims)

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
Ques. 8AIPMT 2010 (Prelims)

Which one is most reactive towards SN1 reaction?

  1. C6H5CH(C6H5)Br
  2. C6H5CH(CH3)Br
  3. C6H5C(CH3)(C6H5)Br
  4. C6H5CH2Br
Ques. 9AIPMT 2010 (Prelims)

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
Ques. 10AIPMT 2009

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
Ques. 11AIPMT 2009

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

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

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