(CH3)3C - O - CH3 On Reaction With HI Gives (CH3)3C - I And CH3

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Ask a Question (CH3)3C - O - CH3 on reaction with HI gives (CH3)3C - I and CH3 - OH as the main products and not (CH3)3C - OH and CH3- I. ← Prev Question Next Question → +1 vote 204k views asked Nov 8, 2018 in Chemistry by Tannu (54.0k points)

Given reasons of the following :

(CH3)3C - O - CH3 on reaction with HI gives (CH3)3C - I and CH3 - OH as the main products and not (CH3)3C - OH and CH3- I.

• alcohols phenols and ethers
• cbse
• class-12

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1 Answer

+2 votes answered Nov 8, 2018 by Asin (29.5k points) selected Nov 9, 2018 by faiz Best answer

The reaction between (CH3) C-O-CH, and HI follows SN1 mechanism. For an SN1 reaction, the formation of product is decided by the stability of the cabocation formed in the slowest step. As tert- tertbutyl carbonium ion formed after the cleavage of C-O bond in the slowest step is more stable than methyl carbonium ion therefore (CH3)3 C-I and CH3OH are formed as main products.

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