HARD
JEE Advanced
IMPORTANT
Earn 100

An aromatic compound 'X' having molecular formula C7H8O. It has 4 isomers (excluding X ). 'X' does not give H2 gas with Na metal

Z gives neutral FeCl3 test and on further mono-bromination on benzene ring it can form two products. Identify X and Z.

Important Questions on Alcohols, Phenols and Ethers

HARD
JEE Advanced
IMPORTANT
Two isomeric compounds, X and Y are isolated from oil of bay leaf. Both are found to have the formula C10H12O. Both are insoluble in water, dilute acid and dilute base. Both give positive tests with dilute KMnO4 and Br2/CCl4. Upon vigorous oxidation, both yield anisic acid, p-CH3OC6H4COOH. Catalytic hydrogenation of X and Y, converts into the same compound ZC10H14O. What are the possible structure of X, Y and Z?
MEDIUM
JEE Advanced
IMPORTANT
Give reasons for the following: Phenol does not undergo protonation readily.
HARD
JEE Advanced
IMPORTANT

Choose the reaction in each of the following pairs that proceeds at the faster rate. Explain your reasoning:

Base-promoted hydrolysis of phenyl acetate or m-nitrophenyl acetate.

HARD
JEE Advanced
IMPORTANT

Choose the reaction in each of the following pairs that proceeds at the faster rate. Explain your reasoning:

Base-promoted hydrolysis of m-nitrophenyl acetate or p-nitrophenyl acetate.

MEDIUM
JEE Advanced
IMPORTANT

Choose the reaction in each of the following pairs that proceeds at the faster rate. Explain your reasoning.

The reaction of ethyl bromide with phenol or with the sodium salt of phenol.

MEDIUM
JEE Advanced
IMPORTANT

Choose the reaction in each of the following pairs that proceeds at a faster rate. Explain your reasoning.

Bromination of phenol or phenyl acetate.

HARD
JEE Advanced
IMPORTANT
The mechanism of the Claisen rearrangement of other allylic ethers of phenol is analogous to that of allyl phenyl ether. What is the product of the Claisen rearrangement of C6H5OCH2CH=CHCH3?