Ozonolysis of an organic compound A produces acetone and propionaldehyde in equimolar mixture. Identify A from the following compounds.

Options

A. 2-methyl pent-l-ene
B. pent-1-ene
C. pent-2-ene
D. 2-methyl pent-2-ene

Answer

To solve the problem of identifying the organic compound A that yields acetone and propionaldehyde upon ozonolysis, we can follow these steps:

### Step 1: Understand the products of ozonolysis
Ozonolysis is a reaction where an alkene reacts with ozone (O₃) to form carbonyl compounds. In this case, we are given that the products are acetone and propionaldehyde.

### Step 2: Write the structures of the products
- **Acetone (CH₃COCH₃)**: This is a ketone with the structure:
```
O
||
CH₃-C-CH₃
```

- **Propionaldehyde (CH₃CH₂CHO)**: This is an aldehyde with the structure:
```
O
||
CH₃-CH₂-C-H
```

### Step 3: Determine the structure of compound A
Since ozonolysis involves breaking a double bond and forming carbonyl groups, we need to find a compound that, when ozonolyzed, would yield both acetone and propionaldehyde.

Let's denote compound A as an alkene with a double bond. The double bond in compound A must be positioned such that it can lead to the formation of both products.

### Step 4: Construct the possible structure of compound A
To yield acetone and propionaldehyde, we can consider the following structure for compound A:
```
CH₃
|
CH₃-C=CH-CH₂-CH₃
```
This structure has a double bond between the second and third carbon atoms.

### Step 5: Verify the ozonolysis products
When ozonolysis occurs:
1. The double bond between the second and third carbons breaks.
2. Each carbon of the double bond forms a carbonyl group (C=O).
3. This leads to the formation of acetone (from the two methyl groups) and propionaldehyde (from the ethyl and aldehyde group).

### Step 6: Determine the IUPAC name of compound A
The longest carbon chain in compound A has five carbons. The double bond is located between the second and third carbons, and there is a methyl group on the second carbon.

Thus, the IUPAC name of compound A is **2-methylpent-2-ene**.

### Step 7: Identify the correct option
From the options provided, we can see that **2-methylpent-2-ene** corresponds to the fourth option.

### Final Answer
The organic compound A is **2-methylpent-2-ene**.

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