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The following is not an appropriate reac...

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

Text Solution

Verified by Experts

(i) The major product of the given reaction is 2-methylprop-1-ene. This is because sodium ethoxide is a strong nucleophile as well as a strong base. Therefore, elimination reaction predominates over substitution.

(ii) To propane tert-bytyl ethyl ether , the alkyl halide shold be `1^(+)` (chlorethane) and the nucleophile should be sodium tert-butoxide.
`CH_(3)-underset(CH_(3))underset(|)overset(CH_(3)) overset(|)C-underset(* *) overset( * *)ONa^(+)+CH_(3)CH_(2)Cl underset(-NaCl)to CH_(3)-underset("tert-butyl ethyl ether") underset(CH_(3))underset(|) overset(CH_(3)) overset(|)(CH_(3)-C-OCH_(2))CH_(3)`
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