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Haloalkanes and Haloarenes

AIPMT 2009MCQEasy📈 Topic in 50% papers+4−1
Ques. 1AIPMT 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

Answer

(4) RX + KOH ROH + KX

Solution

(1) Wurtz reaction – coupling of two alkyl groups by sodium, not a substitution by a nucleophile.

(2) Reduction (hydrogenolysis) of the C–X bond.

(3) Formation of Grignard reagent – Mg is inserted between R and X.

(4) As per NCERT, the nucleophile OH- attacks the carbon of the C–X bond and the halide ion leaves:

R-X + OH- R-OH + X- nucleophilic substitution.

Answer: (4)

Keep practising — Haloalkanes and Haloarenes

Ques. 2AIPMT 2009

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

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 3AIPMT 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. 4AIPMT 2005

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

  1. Ethyl chloride
  2. Isopropyl chloride
  3. Chlorobenzene
  4. Benzyl chloride
Ques. 5AIPMT 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. 6AIPMT 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. 7AIPMT 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. 8AIPMT 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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