Which of the following compound on oxidative ozonolysis give malonic acid as only product ?

Options

A. `CH_2=CH-CH_2-CH=CH_2`
B. `CH_2=CH-CH=CH_2`
C.
D.

Answer

To solve the question of which compound gives malonic acid as the only product upon oxidative ozonolysis, we will analyze the given options step by step.

### Step-by-Step Solution:

1. **Understanding Oxidative Ozonolysis**:
- Oxidative ozonolysis involves the cleavage of double bonds in alkenes by ozone (O3), resulting in the formation of carbonyl compounds (aldehydes or ketones) which can further oxidize to carboxylic acids.

2. **Identifying the Structure of Malonic Acid**:
- Malonic acid (C3H4O4) has the structure HOOC-CH2-COOH. It is a dicarboxylic acid with two carboxyl groups.

3. **Analyzing Each Option**:
- **Option A**: CH2=CH-CH2-CH=CH2
- Cleavage leads to two moles of CH2=O (which can oxidize to form carboxylic acids). This option produces malonic acid along with methanoic acid, hence it is incorrect.

- **Option B**: CH2=CH-CH=CH2
- Similar cleavage occurs, leading to the formation of two moles of CH2=O, which can oxidize to form carboxylic acids. This results in oxalic acid and malonic acid, hence it is incorrect.

- **Option C**: CH2=CH-CH2-CH=CH2
- The ozonolysis of this compound leads to the formation of two moles of CH2-COOH upon further oxidation. This gives exclusively malonic acid (HOOC-CH2-COOH), making this option correct.

- **Option D**: CHO-CH2-CHO
- This option also leads to the formation of oxalic acid and succinic acid upon ozonolysis, hence it is incorrect.

4. **Conclusion**:
- The only compound that gives malonic acid as the exclusive product upon oxidative ozonolysis is **Option C**.

### Final Answer:
- **Option C** is the correct answer.