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Haloalkanes and Haloarenes

NEET 2018MCQMedium📈 Topic in 25% papers+4−1
Ques. 1NEET 2018

The compound C7H8 undergoes the following reactions : C7H8 3Cl2/ A Br2/Fe B Zn/HCl C The product 'C' is

  1. m-bromotoluene
  2. o-bromotoluene
  3. 3-bromo-2,4,6-trichlorotoluene
  4. p-bromotoluene

Answer

(1) m-bromotoluene

Solution

C7H8 is toluene.

⇒ 3Cl2/ (side-chain chlorination) gives benzotrichloride, A = C6H5CCl3.

⇒ -CCl3 is strongly electron-withdrawing, so it is meta-directing: Br2/Fe gives m-bromobenzotrichloride (B).

⇒ Zn/HCl reduces -CCl3 to -CH3, giving m-bromotoluene (C).

[figure]

Answer: (1)

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Ques. 2NEET 2017

Identify A and predict the type of reaction. [figure]

  1. [figure] and elimination addition reaction
  2. [figure] and cine substitution reaction
  3. [figure] and cine substitution
  4. [figure] and substitution reaction
Ques. 3NEET 2016 (Phase 2)

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
Ques. 4AIPMT 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
Ques. 5AIPMT 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. 6AIPMT 2011 (Mains)

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

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 7AIPMT 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. 8AIPMT 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. 9AIPMT 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. 10AIPMT 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. 11AIPMT 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

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