Question Error Report

Thank you for reporting, we will resolve it shortly

Back to Question

Q. An alkene (A) $C _{16} H_{16}$ on ozonolysis gives only one product (B) $C _{8} H _{8} O$. Compound (B) on reaction with $NaOH / I _{2}$ yields sodium benzoate. Compound $( B )$ reacts with $KOH / NH _{2} NH _{2}$ yielding a hydrocarbon (C) $C _{8} H _{10}$. Write the structures of compounds (B) and (C). Based on this information two isomeric structures can be proposed for alkene (A). Write their structures and identify the isomer which on catalytic hydrogenation ( $H _{2} / Pd - C$) gives a racemic mixture.

IIT JEEIIT JEE 2001Hydrocarbons

Solution:

Please refer the image for the solution explanation

Solution Image