Which of the following molecules can act as a nucleophile and an electrophile ?

Options

A. `CH_(3)NH_(2)`
B. `CH_(3)Cl`
C. `CH_(3)CN`
D. `CH_(3)OH`

Explanation

To determine which of the given molecules can act as both a nucleophile and an electrophile, we will analyze each option one by one.

### Step-by-Step Solution:

1. **Identify the molecules**: The given options are:
- CH3NH2 (Methylamine)
- CH3Cl (Methyl chloride)
- CH3CN (Methyl cyanide)
- CH3OH (Methanol)

2. **Analyze CH3NH2 (Methylamine)**:
- Methylamine has a nitrogen atom with a lone pair of electrons. This allows it to donate electrons, making it a nucleophile.
- However, methylamine does not have a sufficiently electron-deficient site to act as an electrophile. Therefore, it cannot act as both.

3. **Analyze CH3Cl (Methyl chloride)**:
- Methyl chloride has a chlorine atom that is more electronegative than carbon, creating a partial positive charge on the carbon atom. This makes the carbon atom electron-deficient, allowing it to act as an electrophile.
- Additionally, the chlorine atom has lone pairs of electrons, which can be donated, allowing CH3Cl to also act as a nucleophile in certain reactions. Thus, CH3Cl can act as both a nucleophile and an electrophile.

4. **Analyze CH3CN (Methyl cyanide)**:
- Methyl cyanide has a carbon atom bonded to a cyano group (–C≡N). The nitrogen in the cyano group has a lone pair and can act as a nucleophile.
- However, the carbon in the cyano group is also electron-deficient, but the overall structure does not favor it acting as an electrophile in typical reactions. Therefore, it does not qualify as both.

5. **Analyze CH3OH (Methanol)**:
- Methanol has an oxygen atom with lone pairs, allowing it to act as a nucleophile.
- However, methanol is not electron-deficient enough to act as an electrophile. Thus, it cannot act as both.

### Conclusion:
After analyzing all the options, the only molecule that can act as both a nucleophile and an electrophile is **CH3Cl (Methyl chloride)**.

### Final Answer:
**CH3Cl (Methyl chloride)** can act as both a nucleophile and an electrophile.