Organic Compounds Containing Halogens Question 208

Question: In the following reaction sequence: $ \underset{(C_3\overset{{}}{\mathop{H_6}}Cl_2)}{\mathop{I}}\xrightarrow{KOH(aq)}II\xrightarrow[(ii)H_2O/{H^{+}}]{(i)CH_3MgBr}III $ $ \xrightarrow{Anhy.ZnCl_2+Conc.HCl}giventurbidityimmediately $ The compound I is:

Options:

A) $ \underset{Cl}{\mathop{\underset{|}{\mathop{C}}}}H_2-\underset{Cl}{\mathop{\underset{|}{\mathop{C}}}}H-CH_3 $

B) $ \underset{Cl}{\mathop{\underset{|}{\mathop{C}}}}H_2-\underset{{}}{\mathop{\underset{{}}{\mathop{C}}}}H_2-\underset{Cl}{\mathop{\underset{|}{\mathop{C}}}}H_3 $

C) $ Cl-\underset{Cl}{\mathop{\underset{|}{\mathop{C}}}}H-CH_2-CH_3 $

D) $ CH_3-\underset{Cl}{\mathop{\overset{Cl}{\mathop{\underset{|}{\mathop{\overset{|}{\mathop{C}}}}}}}}-CH_3 $

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Answer:

Correct Answer: D

Solution:

[d] $ CH_3-\underset{Cl}{\mathop{\overset{Cl}{\mathop{\underset{|}{\mathop{\overset{|}{\mathop{C}}}}}}}}-CH_3 $