Which of the following compounds will undergo racemisation when solution of alcoholic KOH ?

Options

A.
B. `H_(3)C-overset(CH_(3))overset("| ")"CH"-CH_(2)Cl`
C.
D.

Answer

To determine which compound will undergo racemization when treated with a solution of alcoholic KOH, we need to identify if any of the compounds have a chiral carbon. A chiral carbon is defined as a carbon atom that is attached to four different substituents.

### Step-by-Step Solution:

1. **Identify Chiral Carbons**:
- Examine each compound to check for the presence of a chiral carbon.
- A chiral carbon must have four different groups attached to it.

2. **Analyze Each Compound**:
- **Compound A**: Check if there is a carbon with four different substituents. If a carbon has two identical groups, it is not chiral.
- **Compound B**: Similarly, check for chiral carbons. If there are two identical groups attached to a carbon, it cannot be chiral.
- **Compound C**: Look for a carbon that has four different substituents. If found, this compound can undergo racemization.
- **Compound D**: Again, check for chiral carbons. If no carbon has four different groups, it cannot undergo racemization.

3. **Conclusion**:
- After analyzing all compounds, identify which one has a chiral carbon.
- If Compound C has a chiral carbon with four different substituents, it is the one that will undergo racemization when treated with alcoholic KOH.

### Final Answer:
- The compound that will undergo racemization when treated with alcoholic KOH is **Compound C**.