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Question: (R)-\(2\)-iodobutane is treated with \(NaI\) in acetone and allow to stand for a long time .the prod...

(R)-22-iodobutane is treated with NaINaI in acetone and allow to stand for a long time .the product eventually formed is:
A.(R)- 22-iodobutane
B.(S)- 22- iodobutane
C.±2 \pm 2-iodobutane
D.(±)1,2( \pm ) - 1,2 - iodobutane

Explanation

Solution

The SN2S{N_2} reaction is a nucleophilic substitution reaction, in this a bond is broken and another is shaped synchronously. Two reacting species are kept inside the rate determining step of the reaction. The term 'SN2S{N_2}' stands for – Substitution Nucleophilic Bimolecular.

Complete Step by step solution:
I1{I^{ - 1}} is a good nucleophile as well as a very good leaving group. Therefore, if (R)-22 -iodobutane is controlled with NaINaI, then it’s repeated SN2S{N_2} reactions occur. As a final result, later a racemic aggregate of (±)2( \pm ) - 2 - iodobutane is acquired.

If we see the above explanation according to it, the correct answer is ±2 \pm 2-iodobutane .

So, the correct answer is option C.

Additional information:
The answer proceeds through a bottom attack by the nucleophile on the substrate. The nucleophile methods the given substrate at an altitude of 180180 degree to the carbon-leaving institution bond or to the carbon leaving group. The carbon-nucleophile bond forms and carbon-leaving organization bond breaks simultaneously through a transition nation.
Now, the leaving organization is driven out of the transition state on the other side of the carbon-nucleophile bond, forming the specified product. It is vital to note that the product is shaped with an inversion of the tetrahedral geometry on the atom within the center.

Note: The SN2S{N_2} reaction is a good example of stereospecific reactions. In this one there are in which one of a kind stereoisomers react to provide different stereoisomers of the product. Also, SN2S{N_2} response is the highest common instance of Walden inversion, in which an uneven carbon atom(that is an odd number of carbon) undergoes inversion of configurations.