The following is not an appropriate reaction for the preparation of t-butyl ethyl ether.
`C_(2)H_(5)ONa+CH_(3)-overset(CH_(3))overset("| ")underset(CH_(3))underset("| ")(C )-Cl rarr CH_(3)overset(CH_(3))overset("| ")underset(CH_(3))underset("| ")(C )-OC_(2)H_(5)`
(i) What would be the major product of this reaction ?
(ii) Write a suitable reaction for the preparation of t-butylethyl ether.

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1 Answers

(i) The major product of the given reaction is 2-methylprop-1-ene. It is because sodium ethoxide is a strong nucleophile as well as a strong base. Thus elimination reaction predominates over substitution.
(ii) `CH_(3)-overset(CH_(3))overset("| ")underset(CH_(3))underset("| ")(C )-overset(-)overset(..)underset(..)(O)overset(+)(N)a+CH_(3)CH_(2)Cl rarr CH_(3)-overset(CH_(3))overset("| ")underset(CH_(3))underset("| ")(C )-OC_(2)H_(5)`

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