Which of the following amine will be prepared by Gabriel phthalimide reaction?

Options

A. neo-pentylamine
B. t-butylamine
C. n-butylamine
D. triethylamine

Explanation

To solve the question of which amine will be prepared by the Gabriel phthalimide reaction, we can follow these steps:

### Step 1: Understand the Gabriel Phthalimide Reaction
The Gabriel phthalimide reaction is a method used to synthesize primary amines from primary alkyl halides. It involves the nucleophilic substitution of a primary alkyl halide with a phthalimide ion.

**Hint:** Recall that the Gabriel reaction specifically targets primary alkyl halides to produce primary amines.

### Step 2: Identify the Reactants
In the Gabriel reaction, phthalimide is treated with a strong base (like sodium hydroxide) to generate the nucleophilic phthalimide ion. This ion then attacks the primary alkyl halide.

**Hint:** Remember that the base abstracts a proton from phthalimide to form the nucleophilic ion.

### Step 3: Analyze the Given Amines
We need to analyze the structures of the amines provided in the options:
1. Neopentylamine
2. n-Butylamine
3. Triethylamine
4. Tertiary butylamine

**Hint:** Consider the structure of each amine and determine whether it is primary, secondary, or tertiary.

### Step 4: Determine the Type of Amines
- **Neopentylamine**: This is a primary amine but has a bulky structure due to the presence of two methyl groups attached to the carbon next to the nitrogen.
- **n-Butylamine**: This is a primary amine with a straight-chain structure, making it less hindered.
- **Triethylamine**: This is a tertiary amine and cannot be formed via the Gabriel reaction.
- **Tertiary butylamine**: This is also a tertiary amine and cannot be formed via the Gabriel reaction.

**Hint:** Identify which of these amines is primary and has minimal steric hindrance.

### Step 5: Conclusion
Only **n-butylamine** is a primary amine and is less hindered, making it suitable for synthesis via the Gabriel phthalimide reaction. The other amines either have steric hindrance or are not primary amines.

**Final Answer:** The amine that will be prepared by the Gabriel phthalimide reaction is **n-butylamine**.