Acidic hydrolysis of 2-methylbenzamide followed by heating with alkaline potassium permanganate and acidic work up produces

Options

A. Benzoic acid
B. Glutaric acid
C. Oxalic acid
D. Phthalic acid

Answer

To solve the problem of what products are formed from the acidic hydrolysis of 2-methylbenzamide followed by heating with alkaline potassium permanganate and acidic workup, we can break it down into steps:

### Step 1: Understand the Structure of 2-Methylbenzamide
2-methylbenzamide has the following structure:
- It consists of a benzene ring with a methyl group (CH3) attached to the second carbon and an amide functional group (C=O and NH2) attached to the first carbon.
- The molecular formula is C9H11NO.

### Step 2: Perform Acidic Hydrolysis
In acidic hydrolysis, the amide group (–C(=O)NH2) is converted into a carboxylic acid (–COOH) and ammonia (NH3). The reaction can be represented as follows:
- 2-methylbenzamide + H2O + H3O+ → 2-methylbenzoic acid + NH4+

The product formed from this step is **2-methylbenzoic acid** (C9H10O2).

### Step 3: Oxidation with Alkaline Potassium Permanganate
When 2-methylbenzoic acid is heated with alkaline potassium permanganate (KMnO4), the methyl group (–CH3) is oxidized to a carboxylic acid group (–COOH). This reaction can be summarized as:
- 2-methylbenzoic acid + KMnO4 → phthalic acid (C8H6O4)

### Step 4: Acidic Workup
After the oxidation reaction, an acidic workup is performed to neutralize the reaction mixture and to ensure that all the oxidized products are in their acid form.

### Final Product
The final product after these reactions is **phthalic acid** (C8H6O4).

### Summary of the Reaction Steps
1. Acidic hydrolysis of 2-methylbenzamide produces 2-methylbenzoic acid.
2. Oxidation of 2-methylbenzoic acid with KMnO4 converts the methyl group to a carboxylic acid, yielding phthalic acid.

### Answer
The final product formed is **phthalic acid**.

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