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Standard XII

Chemistry

Decarboxylation

An organic co...

Question

An organic compound $A (C_{9} H_{8} O_{3})$ does not react with an aqueous solution of $N a H C O_{3}$ and does not change the color of litmus paper. A on acid hydrolysis gives $B (C_{9} H_{8} O_{4})$ whereas A on treatment with methanol in acid medium gives $C (C_{10} H_{14} O_{4})$ as the major alcoholysis product. B on heating with excess of soda-lime produces toluene. Deduce structures of A to C.

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Solution

$A$ does not react with $N a H C O_{3}$ means the $A$ has not acid functional group.
Now the ester after hydrolysis will give the acid and alcohol as the product.
The reaction of alcohol in an acidic medium is named as esterification of acids, that will give the ester as the final product.

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C_{9} H_{16} O_{3}

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Q. An organic acid

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Q. An ether

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A does not react with NaHCO3 means the A has not acid functional group.Now the ester after hydrolysis will give the acid and alcohol as the product.The reaction of alcohol in an acidic medium is named as esterification of acids, that will give the ester as the final product.

$A$ does not react with $N a H C O_{3}$ means the $A$ has not acid functional group.
Now the ester after hydrolysis will give the acid and alcohol as the product.
The reaction of alcohol in an acidic medium is named as esterification of acids, that will give the ester as the final product.