Question

Which among the following is NOT benzylic halide?

• A. Bromophenylmethane
• B. 1-Bromo-1-phenylethane
• C. 2-Bromo-2-phenylpropane
• D. 1-Bromo-2-phenylbutane

Hint:

Benzylic carbon = The "bridge" carbon between the ring and the rest of the chain. The halogen MUST be on that specific bridge carbon.

Answer 1

The Correct Option is D

Step 1: Concept
A benzylic halide is a compound where the halogen atom is directly attached to an $sp^3$ hybridized carbon that is itself directly attached to a benzene ring.

Step 2: Meaning
The "benzylic position" is the carbon adjacent to the aromatic ring.

Step 3: Analysis
- (A) $\text{C}_6\text{H}_5\text{CH}_2\text{Br}$: Br is on the benzylic carbon. - (B) $\text{C}_6\text{H}_5\text{CH}(\text{Br})\text{CH}_3$: Br is on the benzylic carbon. - (C) $\text{C}_6\text{H}_5\text{C}(\text{Br})(\text{CH}_3)_2$: Br is on the benzylic carbon. - (D) 1-Bromo-2-phenylbutane: The phenyl ring is at carbon 2, but the Bromine is at carbon 1. The halogen is not on the carbon directly attached to the ring.

Step 4: Conclusion
1-Bromo-2-phenylbutane is a primary halide, but not a benzylic one. Final Answer: (D)