Hydrocarbons Question 250

Question: Action of hydrogen chloride on $ \underset{CH_3}{\mathop{\underset{|}{\mathop{CH_3-C=CH_2}}}} $ and on $ CH\equiv CH $ will predominantly give the compounds, respectively

Options:

A) $ \underset{CH_3}{\mathop{\underset{|}{\mathop{CH_3-CH=CH_2Cl}}}} $ and $ CH_2Cl-CH_2Cl $

B) $ \underset{CH_3}{\mathop{\underset{|}{\mathop{CH_3-CCl=CH_3}}}} $ and $ CH_3-CHCl_2 $

C) $ \underset{CH_3}{\mathop{\underset{|}{\mathop{CH_3-CH=CH_2Cl}}}} $ and $ CH_3-CHCl_2 $

D) $ \underset{CH_3}{\mathop{\underset{|}{\mathop{CH_3-CH=CH_3}}}} $ and $ CH_2Cl-CH_2Cl $

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Answer:

Correct Answer: B

Solution:

$ CH_3-\underset{CH_3}{\mathop{\underset{|}{\mathop{C}}}}=CH_2+HCl\to CH_3-\underset{\underset{CH_3}{\mathop{|}}}{\overset{\overset{Cl}{\mathop{|}}}{\mathop{C-}}}CH_3 $

$ CH\equiv CH+HCl\to CH_2=CH-Cl\xrightarrow{HCl}CH_3-CHCl_2 $