2,2-dichloro propane on hydrolysis yields

Options

A. Acetone
B. 2,2-Propane diol
C. Isopropyl alcohol
D. Acetaldehyde

Answer

To solve the question regarding the hydrolysis of 2,2-dichloropropane, we can follow these step-by-step instructions:

### Step 1: Understand the Structure of 2,2-Dichloropropane
2,2-Dichloropropane has the following structure:
- It consists of three carbon atoms (propane) with two chlorine atoms attached to the second carbon.
- The structure can be represented as:

```
Cl
|
CH3 - C - CH3
|
Cl
```

### Step 2: Perform Hydrolysis
Hydrolysis involves the reaction of the compound with water, typically in the presence of a base (alkaline hydrolysis). In this case, the hydroxide ion (OH-) will attack the carbon atom bonded to the chlorine atoms.

1. The first hydroxide ion attacks one of the carbon atoms, leading to the displacement of one chlorine atom:
```
CH3 - C(Cl) - CH3 + OH- → CH3 - C(OH) - CH3 + Cl-
```

2. The second hydroxide ion then attacks the same carbon atom, leading to the formation of a geminal diol (two hydroxyl groups on the same carbon):
```
CH3 - C(OH)(Cl) - CH3 + OH- → CH3 - C(OH)(OH) - CH3 + Cl-
```

### Step 3: Formation of Geminal Diol
The product formed after the hydrolysis is a geminal diol (also known as a hydrate), which has two hydroxyl groups on the same carbon:
```
CH3 - C(OH)(OH) - CH3
```
This compound is unstable.

### Step 4: Dehydration of Geminal Diol
Due to the instability of the geminal diol, it can undergo dehydration (loss of water) to form a ketone:
1. The dehydration process involves the removal of a water molecule (H2O):
```
CH3 - C(OH)(OH) - CH3 → CH3 - C(=O) - CH3 + H2O
```

### Step 5: Identify the Final Product
The final product after dehydration is acetone, which has the structure:
```
CH3 - C(=O) - CH3
```

### Conclusion
Thus, the hydrolysis of 2,2-dichloropropane yields acetone.

### Final Answer
**Acetone**

---