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Q.

Which of the two stereoisomers of 4-t-butylcyclohexyl iodide (127I-) will undergo SN2substitution with 128I- faster, and why ?

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a

A will react faster because it will yield a more stable product, and the transition state for both reactions is of the same energy

b

A will react faster because the approach of 128I- can depart unhindered.

c

A will react faster because it is the more stable of the two isomers

d

B will react faster because it is less stable than A, and the transition state for both reactions is of the same energy

answer is D.

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Detailed Solution

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due to 1,3 repulsion L.G. tendency increases so rate of reaction increases.

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