When neopentyl bromide is subjected to Wurtz reaction, the product formed is

Options

A. 2,2,4,4-tetramethyl hexane
B. 2,2,4,4-tetramethyl pentane
C. 2,2,5,5-tetramethyl hexane
D. 2,2,3,3-tetramethyl hexane

Explanation

To solve the question about the product formed when neopentyl bromide is subjected to the Wurtz reaction, we can follow these steps:

### Step 1: Understand the Wurtz Reaction
The Wurtz reaction involves the coupling of two alkyl halides in the presence of sodium metal, leading to the formation of a higher alkane and the elimination of sodium halide. The general reaction can be represented as:
\[ 2 R-X + 2 Na \rightarrow R-R + 2 NaX \]
where \( R \) is the alkyl group and \( X \) is the halogen.

### Step 2: Identify Neopentyl Bromide Structure
Neopentyl bromide has the following structure:
\[ \text{(CH}_3\text{)}_4\text{CBr} \]
This can be represented as:
```
CH3
|
CH3-C-CH2-Br
|
CH3
```
This structure shows that neopentyl bromide contains a central carbon atom bonded to four methyl groups and one bromine atom.

### Step 3: Set Up the Wurtz Reaction
For the Wurtz reaction, we need two equivalents of neopentyl bromide:
\[ 2 \text{(CH}_3\text{)}_4\text{CBr} + 2 \text{Na} \rightarrow \text{Product} + 2 \text{NaBr} \]

### Step 4: Determine the Product
When the two neopentyl bromide molecules react, they will couple to form a larger alkane. The coupling will occur at the carbon atoms that were originally bonded to bromine. The resulting structure will be:
```
CH3
|
CH3-C-CH2-CH2-C-CH3
| |
CH3 CH3
```
This structure corresponds to a hexane with two methyl groups on the second and fifth carbon atoms.

### Step 5: Name the Product
To name the product, we identify the longest carbon chain and the positions of the substituents. The longest chain has six carbon atoms (hexane), and there are two methyl groups at positions 2 and 5. Therefore, the correct IUPAC name for the product is:
**2,2,5,5-tetramethylhexane.**

### Conclusion
The product formed when neopentyl bromide is subjected to the Wurtz reaction is **2,2,5,5-tetramethylhexane**.

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