Question

Which of the following compound is not allylic chloride?

• A. \(\mathrm{CH_2{=}CH-CH_2Cl}\)
• B. \(\mathrm{CH_3-CH{=}CH-CH_2Cl}\)
• C. Chlorocyclohexene with chlorine directly attached to the double-bond carbon
• D. Cyclohexene derivative having chlorine on the carbon adjacent to the double bond

Hint:

Allylic halide: halogen on the carbon adjacent to a double bond. Vinylic halide: halogen directly attached to the double-bond carbon.

Answer 1

The Correct Option is C

Step 1: Understanding the Concept:
An allylic carbon is the carbon atom adjacent to a carbon-carbon double bond ($C=C-C_{allyl}$). An allylic halide has the halogen attached to this specific carbon.
Step 2: Formula Application:
Check the position of Cl: 1. $CH_2=CH-CH_2Cl$: Cl is on carbon next to double bond. (Allylic) 2. $CH_3-CH=CH-CH_2Cl$: Cl is on carbon next to double bond. (Allylic)
Step 3: Explanation:
In 1-chlorocyclohex-1-ene, the Chlorine is attached directly to a carbon of the double bond. This is called a Vinylic halide, not allylic. In 3-chlorocyclohex-1-ene, the Chlorine is on the adjacent carbon, which is allylic.
Step 4: Final Answer:
1-chlorocyclohex-1-ene is not an allylic chloride.