Sign in
Please select an account to continue using cracku.in
↓ →
Join Our JEE Preparation Group
Prep with like-minded aspirants; Get access to free daily tests and study material.
Compound I is heated with Conc. HI to give a hydroxy compound A which is further heated with Zn dust to give compound B. Identify A and B.
The starting compound is:
$$\mathrm{Isopropyl\ Phenyl\ Ether}$$
It reacts with concentrated:
$$\mathrm{HI}$$
under heat.
The ether oxygen first gets protonated.
$$\mathrm{R-O-R' + H^+ \longrightarrow R-O^+H-R'}$$
Cleavage of the ether bond then occurs by attack of:
$$\mathrm{I^-}$$
The:
$$\mathrm{C_{aryl}-O}$$
bond is highly stable due to resonance between oxygen and the benzene ring.
Hence, cleavage occurs only at the alkyl-oxygen bond.
$$\mathrm{C_6H_5OCH(CH_3)_2 + HI \longrightarrow C_6H_5OH + (CH_3)_2CHI}$$
Thus, compound $$\mathrm{A}$$ is:
$$\mathrm{Phenol}$$
Phenol is then heated with zinc dust:
$$\mathrm{Zn/\Delta}$$
Zinc removes oxygen from phenol as:
$$\mathrm{ZnO}$$
$$\mathrm{C_6H_5OH \xrightarrow{Zn/\Delta} C_6H_6}$$
Thus, compound $$\mathrm{B}$$ is:
$$\mathrm{Benzene}$$
Thus, the right option is D.
Click on the Email ☝️ to Watch the Video Solution
Create a FREE account and get:
Educational materials for JEE preparation