1. Tardigrade
  2. Question
  3. Chemistry
  4. Compound ( A ), C8H9Br gives a white precipitate when warmed with alcoholic AgNO3. Oxidation of (A) gives an acid (B), C8H6O 4. (B) easily forms anhydride on heating. Identify the compound (A).

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Q. Compound $( A ), C_8H_9Br$ gives a white precipitate when warmed with alcoholic $AgNO_3$. Oxidation of $(A)$ gives an acid $(B)$, $C_8H_6O$ 4. $(B)$ easily forms anhydride on heating. Identify the compound $(A)$.

JEE MainJEE Main 2013Aldehydes Ketones and Carboxylic Acids

Solution:

Compound A gives a precipitate with alcoholic AgNO,, so it
must contains Br in side chain. On oxidation, it gives $C_8H_6O_4$,
which shows the presence of two alkyl chains attached directly
with the benzene nucleus. Since, compound B gives anhydride
on heating, the two alkyl substituent must occupy adjacent ( 1, 2 )
position. Thus, A must be

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