NH-2 to IIT(Chemistry)

Chemistry Level 3

* " 2 − B r o m o b u t a n e " "2-Bromobutane" ( R − f o r m ) (R-form) * undergoes S n 1 Sn1 reaction with OH- as a nucleophile . what is the major product?

none of these butan-2-ol(R-form) butan-2-ol(S-form) butan-2-ol(R-form)+butan-2-ol(S-form)

Aryan Goyat by aryan goyat , 22, India

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1 solution

Prakhar Bindal
Apr 8, 2016

It Is a common misconception that in sn1 reaction as planar carbocation is formed as an intermediate hence complete racemisation takes place.But actually 95-97% racemic mixture is formed. The reason being the leaving group would be in the vicinity of carbocation only hence due to repulsion between like charges the approach wont be much favourable from side leaving group leaves. So Inversion product is about 52% while retention product is 48%.

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Oh! Nice one !

Aniket Sanghi - 5 years, 2 months ago

absolutely correct

aryan goyat - 5 years, 2 months ago

Then shouldn't both r and s configuration should be formed as there is presence of racemised product

Prabhtej Chawla - 5 years ago

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Question says Major product

Prakhar Bindal - 5 years ago

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