Question:

Identify the compound which gives an optically active haloalkane on reaction with \(H_2/Ni\) on heating.

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For optical activity, check whether the final product has a carbon attached to four different groups. Hydrogenation changes \(C=C\) to \(C-C\), but does not remove halogen.
Updated On: Apr 29, 2026
  • A
  • B
  • D
  • C
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The Correct Option is B

Solution and Explanation


Step 1: Understand the reaction.

The reagent \(H_2/Ni\) reduces carbon-carbon double bonds by hydrogenation.
\[ C=C \xrightarrow{H_2/Ni} C-C \]

Step 2: Check optical activity condition.

A haloalkane is optically active if it contains a chiral carbon atom.
A chiral carbon is attached to four different groups.

Step 3: Analyse compound B.

In compound B, after hydrogenation of the double bond, the carbon bearing chlorine becomes attached to four different groups.
These groups are:
\[ Cl,\quad H,\quad CH_3,\quad \text{alkyl chain} \]

Step 4: Formation of chiral haloalkane.

Since the carbon attached to chlorine has four different substituents, the product is optically active.

Step 5: Check other options.

In the other compounds, after hydrogenation, the carbon attached to chlorine does not become a proper chiral centre due to symmetry or identical groups.

Step 6: Identify correct compound.

Therefore, only compound B gives an optically active haloalkane after hydrogenation.

Step 7: Final conclusion.

\[ \boxed{B} \]
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