Hydrocarbons Question 138

Question: $ CH\equiv CH\underset{H_2SO_4}{\mathop{\xrightarrow{HgSO_4}}}\underset{H_2O}{\mathop{\xrightarrow{CH_3MgBr}}}\xrightarrow{P/Br_2} $ [DPMT 2005]

Options:

A) $ CH_3CH(Br)CH_3 $

B) $ CH_3CH_2CH_2Br $

C) $ CH_2=CH-Br $

D) $ BrCH=CH-CH_3 $

Show Answer

Answer:

Correct Answer: A

Solution:

$ CH\equiv CH\underset{H_2SO_4}{\mathop{\xrightarrow{HgSO_4}}}CH_3CHO\xrightarrow{CH_3MgBr} $

$ \begin{matrix} OMgBr \\ | \\ CH_3CCH_3 \\ | \\ H \\ \end{matrix}\xrightarrow{H_2O}\begin{matrix} OH \\ | \\ CH_3CH \\ | \\ CH_3 \\ \end{matrix}\xrightarrow{P/Br_2} $

$ \begin{matrix} Br \\ | \\ CH_3CH \\ | \\ CH_3 \\ \end{matrix} $