Q13 / 90 · JEE Main 2014 (09 Apr Online) · Chemistry

In a nucleophilic substitution reaction :  R - Br + Cl - ⟶ DMF R - Cl + Br - ,  which one of the following undergoes complete inversion of configuration ?

  • A
    C6H5CHC6H5Br
  • B
    C6H5CCH3C6H5Br
  • C
    C6H5CH2Br
  • Correct answer
    D
    C6H5CH2CH2Br

Solution

In SN2 (nucleophilic bimolecular substitution) inversion takes place

SN2∝1stearic hindrance

Rate of R–X is 1° > 2° > 3°

Hence, the correct answer is option: 'D'.

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