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Question 40

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The two products formed in above reaction are

Explanation

The given reaction is the ozonolysis of 2-hexene.

The structure of 2-hexene is

$$CH_3-CH=CH-CH_2-CH_2-CH_3$$

Ozonolysis cleaves the carbon-carbon double bond, producing two carbonyl fragments.

The cleavage gives

- A 2-carbon fragment

- A 4-carbon fragment

The final products depend on the workup conditions.

- Under reductive workup such as $$Zn/H_2O$$ or $$(CH_3)_2S$$, the products remain as aldehydes.

- Under oxidative workup, the initially formed aldehydes are further oxidized to carboxylic acids.

In the given reaction, the workup uses only $$H_2O$$. During hydrolysis of the ozonide, $$H_2O_2$$ is generated, which acts as an oxidizing agent and converts the aldehydes into carboxylic acids.

The products formed are

$$CH_3CHO \rightarrow CH_3COOH$$

$$CH_3CH_2CH_2CHO \rightarrow CH_3CH_2CH_2COOH$$

Hence, the final products are acetic acid and butanoic acid.

It is chemically inconsistent for one fragment to remain as an aldehyde while the other is oxidized to a carboxylic acid under the same oxidative workup conditions.

Therefore, the correct answer is D.

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