Monochlorination of toluene in sunlight followed by hydroysis with aq. NaOH yiedls

Options

A. o-cresol
B. m-cresol
C. 2,4 dihydroxytoluene
D. benzyl alchol.

Explanation

To solve the question regarding the products formed from the monochlorination of toluene followed by hydrolysis with aqueous NaOH, we can break it down into clear steps:

### Step 1: Understand the Reaction
Toluene (C6H5CH3) is treated with chlorine (Cl2) in the presence of sunlight. This process is known as monochlorination, where one hydrogen atom in the toluene molecule is replaced by a chlorine atom.

### Step 2: Monochlorination of Toluene
In the presence of sunlight, toluene can undergo free radical substitution. The chlorine radical abstracts a hydrogen atom from the methyl group of toluene, leading to the formation of benzyl chloride (C6H5CH2Cl) and hydrochloric acid (HCl) as a byproduct.

**Reaction:**
\[ \text{C}_6\text{H}_5\text{CH}_3 + \text{Cl}_2 \xrightarrow{\text{sunlight}} \text{C}_6\text{H}_5\text{CH}_2\text{Cl} + \text{HCl} \]

### Step 3: Hydrolysis with Aqueous NaOH
Next, benzyl chloride (C6H5CH2Cl) is treated with aqueous sodium hydroxide (NaOH). This reaction typically proceeds via an SN2 mechanism, where the hydroxide ion (OH-) attacks the carbon atom bonded to the chlorine, resulting in the substitution of the chlorine atom with a hydroxyl group (OH).

**Reaction:**
\[ \text{C}_6\text{H}_5\text{CH}_2\text{Cl} + \text{NaOH} \rightarrow \text{C}_6\text{H}_5\text{CH}_2\text{OH} + \text{NaCl} \]

### Step 4: Identify the Product
The product formed from the hydrolysis of benzyl chloride is benzyl alcohol (C6H5CH2OH).

### Conclusion
Thus, the final product obtained from the monochlorination of toluene followed by hydrolysis with aqueous NaOH is benzyl alcohol.

**Final Answer: Benzyl alcohol (C6H5CH2OH)**

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