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Q.

Two $C_{8} H_{9} Br$ isomers form Grignard reagents which on carboxylation give isomeric carboxylic acids. Oxidation of each isomeric acid with hot ${KMnO}_{4}$ produces the same $C_{9} H_{6} O_{6}$ tricarboxylic acid. Which of U1e following compounds are the original isomeric bromides?

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a

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b

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c

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d

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answer is C.

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