On treatment with chlorine in presence of sunlight toluene gives the product .

Options

A. o-chloro touene
B. 2,5-dichloro toluene
C. p-chloro toulene
D. Benzyl chloride

Answer

To solve the problem of what product is formed when toluene is treated with chlorine in the presence of sunlight, we can follow these steps:

### Step 1: Understand the Reactants
Toluene is an aromatic hydrocarbon with the formula C7H8, which consists of a benzene ring (C6H5) with a methyl group (CH3) attached. The structure of toluene is:

```
CH3
|
C6H5
```

### Step 2: Identify the Reaction Conditions
The reaction involves chlorine (Cl2) and sunlight. The presence of sunlight indicates that the reaction will proceed via a free radical mechanism, which is typical for halogenation of alkanes and aromatic compounds.

### Step 3: Mechanism of Reaction
When toluene is treated with chlorine in the presence of sunlight, the following steps occur:
1. **Initiation**: Chlorine molecules dissociate into two chlorine radicals (Cl•) due to the energy from sunlight.
2. **Propagation**: A chlorine radical abstracts a hydrogen atom from the methyl group of toluene, forming benzyl radical (C6H5-CH2•) and HCl.
3. **Further Chlorination**: The benzyl radical can react with another chlorine molecule to form benzyl chloride (C6H5-CH2Cl).

The overall reaction can be summarized as:
- Toluene + Cl2 (in sunlight) → Benzyl chloride + HCl

### Step 4: Identify the Product
The product of the reaction is benzyl chloride, which has the structure:

```
CH2Cl
|
C6H5
```

### Step 5: Check the Options
Now, we need to check the options provided in the question:
- Orthochlorotoluene: Incorrect, as it has chlorine directly attached to the benzene ring.
- 2,5-Dichlorotoluene: Incorrect, as it has two chlorines attached to the benzene ring.
- Parachlorotoluene: Incorrect, as it has chlorine directly attached to the benzene ring.
- Benzyl chloride: Correct, as it corresponds to the product formed from the reaction.

### Final Answer
The product formed when toluene is treated with chlorine in the presence of sunlight is **Benzyl chloride**.

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