In which of the following reactions is an eth | vedclass

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(D) The Williamson ether synthesis involves the reaction of an alkyl halide with an alkoxide. For the reaction to produce an ether,the alkyl halide sh

Vedclass · Accepted Answer

$CH_3-C(CH_3)_2-Cl \xrightarrow{CH_3-CH(CH_3)-ONa} CH_2=C(CH_3)_2 + CH_3-CH(CH_3)-OH + NaCl$

Vedclass · Answer

(D) The Williamson ether synthesis involves the reaction of an alkyl halide with an alkoxide. For the reaction to produce an ether,the alkyl halide should ideally be primary $(1^o)$ to favor $S_N2$ substitution. In option $D$,the reactant is a tertiary $(3^o)$ alkyl halide $(CH_3-C(CH_3)_2-Cl)$. Tertiary alkyl halides undergo elimination reactions in the presence of strong bases (like alkoxides) to form alkenes as the major product,rather than ethers. Therefore,in reaction $D$,an ether is not the main product.

Column-$I$ (Reactants)	Column-$II$ (Products)
$(A) \ CH_3CH_2CH_2-O-CH_3 + HI \rightarrow$	$(i) \ (CH_3)_3C-I + CH_3CH_2OH$
$(B) \ C_6H_5OCH_2CH_3 + HBr \rightarrow$	$(ii) \ CH_3CH_2CH_2OH + CH_3I$
$(C) \ (CH_3)_3C-OCH_2CH_3 + HI \rightarrow$	$(iii) \ CH_3CH_2I + C_6H_5OH$
$(D) \ C_6H_5OCH_2CH_3 + \text{conc. } H_2SO_4 + \text{conc. } HNO_3 \rightarrow$	$(iv) \ p-NO_2-C_6H_4-OCH_2CH_3$

In which of the following reactions is an ether $NOT$ a main product?

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