Reaction of `t-butyl` bromide with sodium methoxide produces

Options

A. Isobutane
B. Tertiary butyl methyl ether
C. Isobutylene
D. Butene

Answer

To solve the question regarding the reaction of t-butyl bromide with sodium methoxide, we will follow these steps:

### Step 1: Identify the Reactants
The reactants in this reaction are:
- Tertiary butyl bromide (t-butyl bromide), which has the structure:
\[ \text{(CH}_3\text{)}_3\text{CBr} \]
- Sodium methoxide (NaOCH₃).

### Step 2: Understand the Reaction Type
The reaction between a tertiary alkyl halide (t-butyl bromide) and a strong base (sodium methoxide) typically leads to an elimination reaction (E2 mechanism) rather than a substitution reaction. In this case, the sodium methoxide acts as a base.

### Step 3: Mechanism of the Reaction
1. The sodium methoxide (NaOCH₃) will deprotonate one of the hydrogen atoms on the carbon adjacent to the carbon bearing the bromine atom.
2. This leads to the formation of a double bond between the carbon atoms, as the bromine (Br) leaves as a bromide ion (Br⁻).

### Step 4: Draw the Reaction
The reaction can be represented as follows:
\[ \text{(CH}_3\text{)}_3\text{CBr} + \text{NaOCH}_3 \rightarrow \text{(CH}_3\text{)}_2\text{C=CH}_2 + \text{NaBr} + \text{CH}_3\text{OH} \]
Where:
- \((\text{CH}_3)_2\text{C=CH}_2\) is isobutylene.

### Step 5: Identify the Product
The product formed from this reaction is isobutylene (also known as 2-methylpropene).

### Conclusion
The reaction of t-butyl bromide with sodium methoxide produces isobutylene.

### Final Answer
The correct answer is **isobutylene**.

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