Which of the following compound
on halogenation give a racemic mixture of products?

Options

A. `(CH_(3))_(4)C`
B. `CH_(3)CH_(2)CH_(2)CH_(3)`
C. `CH_(3)CH_(2)CH_(3)`
D. `CH_(3)CH_(3)`

Explanation

To determine which compound gives a racemic mixture of products upon halogenation, we need to analyze the structure of the compounds provided and the mechanism of halogenation.

### Step-by-Step Solution:

1. **Understand the Concept of Racemic Mixture**:
A racemic mixture consists of equal amounts of two enantiomers, which are non-superimposable mirror images of each other. This typically occurs when a chiral center is formed during a reaction.

**Hint**: Remember that a racemic mixture arises when a reaction creates a new chiral center.

2. **Identify the Mechanism of Halogenation**:
Halogenation of alkanes typically occurs via a free radical mechanism. In this process, a halogen molecule (e.g., Cl2 or Br2) generates free radicals that can attack the alkane, leading to the formation of haloalkanes.

**Hint**: Free radical substitution involves the formation of a planar free radical intermediate.

3. **Analyze the Compound Structure**:
For a compound to yield a racemic mixture, it should have a structure that allows for the formation of a chiral center upon substitution. This usually happens when the compound has at least one carbon atom that is bonded to four different groups after halogenation.

**Hint**: Look for compounds that have a secondary carbon (attached to two other carbons) which can become chiral upon substitution.

4. **Evaluate the Given Compounds**:
Let's assume we are given several compounds (for example, butane, isobutane, etc.). We need to identify which of these compounds can form a chiral center upon halogenation.

- **Butane (CH3-CH2-CH2-CH3)**: Halogenation leads to secondary and primary radicals, but does not create a chiral center.
- **Isobutane (CH3-CH(CH3)-CH3)**: Halogenation leads to a secondary carbon that can form a chiral center when a halogen is substituted.

**Hint**: Focus on the branching of the carbon chain; branched alkanes are more likely to form chiral centers.

5. **Conclusion**:
After analyzing the compounds, we find that isobutane (or similar branched alkanes) will yield a racemic mixture upon halogenation due to the formation of a chiral center.

**Final Answer**: The compound that gives a racemic mixture of products upon halogenation is **isobutane (or the second option if specified)**.