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+1 vote
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in Haloalkanes and Haloarenes by (45.1k points)
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In an SN1 reaction on chiral centres, there is

(a) inversion more than retention leading to partial racemisation

(b) 100% retention 

(c) 100% inversion

(d) 100% racemisation

1 Answer

+1 vote
by (67.8k points)
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Best answer

Correct option (a) inversion more than retention leading to partial racemisation

Explanation :

In case of optically active alkyl halides. SN1 reaction is accompanied by racemisation. The carbocation formed in the slow step being sp2 hybridised is planar and attack of nucleophile may take place from either side resulting in a mixture of products, one having the same configuration and other having inverted configuration. 

The isomer corresponding to inversion is present in slight excess because SN1 also depends upon the degree of shielding of the front side of the reacting carbon.

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