Section-D: Comprehension Type
Comprehension (Carboxylic Acids and Acid-Derivatives-2)
An organic compound A(C9H8O3) does not react with aqueous solution of NaHCO3 as well as does not change the colour of litmus paper. A on acid hydrolysis gives B(C9H10O4) as major product whereas A on treatment with one equivalent of methanol in acidic medium gives C(C10H14O4) as the major product (other minor isomer of C is also formed). B on heating with sodalime gives toluene.
The most likely structure of B is