Question

When 1-butyne undergoes oxymercuration with the help of $HgS{O}_4+H_{2}S{O}_4$, the product (s) formed is/are:

• A. $C{H}_{3}C{H}_{2}COOH+HCOOH$
• B. $C{H}_{3}C{H}_{2}COC{H}_3$
• C. $C{H}_{3}C{H}_{2}C{H}_{2}COOH$
• D. $C{H}_{3}C{H}_{2}C{H}_{2}CHO$

Answer 1

The correct option is B $C{H}_{3}C{H}_{2}COC{H}_3$

Hydration of alkynes via mercuration occurs according to Markownikoff's rule $\to$

$C{H}_{3}C{H}_2-C\equiv CH\underset{HgS{O}_4+H_{2}S{O}_4}{\overset{2H_{2}O}{\to }}C{H}_{3}C{H}_2-\stackrel{\underset{|}{OH}}{\underset{\stackrel{|}{OH}}{C}}-C{H}_3\stackrel{-H_{2}O}{\to }C{H}_{3}C{H}_2-\stackrel{\underset{|}{OH}}{C}=C{H}_2\rightleftharpoons C{H}_{3}C{H}_2-\stackrel{\underset{\parallel }{O}}{C}-C{H}_3$

Hence, $B$ is correct answer.