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The major product D formed in the following reaction sequence is:

A
-
B
-
C
$CH_3CH_2OH$
D
$CH_3CH_2Cl$
Detailed Solution
$CH_3OH\xrightarrow{SOCl_2}CH_3Cl$ (A); $CH_3Cl\xrightarrow{KCN}CH_3CN$ (B, methyl cyanide); $CH_3CN\xrightarrow{Na(Hg)/EtOH}CH_3CH_2NH_2$ (C, ethylamine, by reduction); $CH_3CH_2NH_2\xrightarrow{NaNO_2/HCl}CH_3CH_2OH$ (D, major product, via diazotisation and loss of $N_2$).
