t-Butyl chloride `underset("cut")overset(u)toAoverset("n-Pentyl bromide")toB` B is

Options

A. 2-methyl heptane
B. 2-methyl hexane
C. 2,2-dimethyl heptane
D. 2,2-dimethyl hexane

Answer

To solve the problem regarding the transformation of t-Butyl chloride to n-Pentyl bromide, we will follow these steps:

### Step 1: Identify the Reactants
We start with t-Butyl chloride (C4H9Cl), which is a tertiary alkyl halide. The target product is n-Pentyl bromide (C5H11Br), a straight-chain primary alkyl halide.

### Step 2: Understand the Reaction Mechanism
The conversion of t-Butyl chloride to n-Pentyl bromide typically involves a nucleophilic substitution reaction. However, since we are moving from a tertiary to a primary alkyl halide, we need to consider a more complex reaction pathway.

### Step 3: Perform the Reaction
1. **Elimination Reaction**: t-Butyl chloride can undergo an elimination reaction (E2 mechanism) to form isobutylene (C4H8) when treated with a strong base.

\[ \text{C}_4\text{H}_9\text{Cl} + \text{Base} \rightarrow \text{C}_4\text{H}_8 + \text{Cl}^- \]

2. **Nucleophilic Substitution**: The isobutylene can then react with a suitable brominating agent (like n-Pentyl bromide) to form the desired product.

\[ \text{C}_4\text{H}_8 + \text{Br}^- \rightarrow \text{C}_5\text{H}_{11}\text{Br} \]

### Step 4: Conclusion
After performing the necessary reactions, we conclude that the product B, which is n-Pentyl bromide, can be obtained from t-Butyl chloride through elimination followed by nucleophilic substitution.

### Final Answer
B is n-Pentyl bromide (C5H11Br).

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