Two $C_{8} H_{9} B r$ isomers form Grignard reagents and then, on carboxylation, give isomeric carboxylic acids. Oxidation of each isomeric acid with hot $K M n O_{4}$ produces the same $C_{9} H_{6} O_{6}$ tricarboxylic acid. Which of the following compounds are the original isomeric bromides?

I

I I

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I I I

I V

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I

I V

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I I

I I I

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Solution

The correct option is C $I$ & $I V$
It is given that two $C_{8} H_{9} B r$ isomers from Grignard reagents and then, on carboxylation, give isomeric carboxylic acids.

Oxidation of each isomeric acid with hot $K M n O_{4}$ produces the same $C_{9} H_{6} O_{6}$ tricarboxylic acid.

The original isomeric bromides are $I$ and $I V$ .

This is clear from the reactions given above :

Hence the correct option is C.

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Two C8H9Br isomers form Grignard reagents and then, on carboxylation, give isomeric carboxylic acids. Oxidation of each isomeric acid with hot KMnO4 produces the same C9H6O6 tricarboxylic acid. Which of the following compounds are the original isomeric bromides?

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