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Q. Diethyl ether on heating with cone. $ HI $ gives two moles of:

JIPMERJIPMER 2001Alcohols Phenols and Ethers

Solution:

Diethyl ether reacts with HI and gives ethyl alcohol {when reaction is carried out in cold) while it gives ethyl iodide (when reaction mixture is heated). $ {{C}_{2}}{{H}_{5}}O{{C}_{2}}{{H}_{5}}\xrightarrow[+\,2HI]{\Delta }\underset{\text{Ethyl}\,\text{iodide}}{\mathop{2{{C}_{2}}{{H}_{5}}I}}\,+{{H}_{2}}O $ $ {{C}_{2}}{{H}_{5}}O{{C}_{2}}{{H}_{5}}\xrightarrow[Cold]{HI}{{C}_{2}}{{H}_{5}}OH+{{C}_{2}}{{H}_{5}}I $