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NEET2017ChemistryGeneral Organic ChemistryActual

(R) -2-Iodobutane is treated with NaI in acetone and allowed to stand for a long time. The product eventually formed is

Options

  1. A(R)-2-iodobutane
  2. B(S) -2-iodobutane
  3. C( )-2 -iodobutane
  4. D( )-1,2 -diiodobutane.

Correct answer

C. ( )-2 -iodobutane

Step-by-step solution

I ⁻ is a good nucleophile as well as a good leaving group. Therefore, if (R) -2-iodobutane is treated with NaI , repeated S _ N 2 reactions occur. As a result, eventually a racemic mixture of ( ) -2-iodobutane is obtained.

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