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Q.

Which of the following is the best method for the synthesis of ester (I) (Me3C – COOMe)?

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a

Me3C-COCl+MeOH⟶

b

Me3C-COOH+MeOH⟶

c

Me3C-COOH+CH2 N2⟶

d

Me3C-COCl+MeONa⟶

answer is C.

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Detailed Solution

The esterification of an alcohol with RCOCI or with RCOOH is affected by steric hindrance. Bulky group on either alcohol or acid datives slow down the reaction. So, the esterification with diazomethane (CH2N2) is the best method.
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