NEETChemistryHydrocarbons
Consider the following reactions of benzene: C ₆ H ₆ + 3 Cl ₂ [500 K ] UV X C ₆ H ₆ + 6 Cl ₂ [ dark, cold ] Anhydr. AlCl ₃ Y Which of the following statements correctly describes the structural properties of products X and Y ?
Options
- ABoth X and Y are aromatic compounds containing only sp^2 hybridized carbon atoms.
- BX is an aromatic compound with sp^2 hybridized carbons, while Y is a non-aromatic compound with sp^3 hybridize
- CBoth X and Y are non-aromatic compounds containing only sp^3 hybridized carbon atoms.
- DX is a non-aromatic compound with sp^3 hybridized carbons, while Y is an aromatic compound with sp^2 hybridize
Correct answer
D. X is a non-aromatic compound with sp^3 hybridized carbons, while Y is an aromatic compound with sp^2 hybridize
Step-by-step solution
Reaction 1 is a free radical addition reaction. Benzene reacts with 3 molecules of chlorine in the presence of UV light to form benzene hexachloride ( C ₆ H ₆ Cl ₆ ), which is product X . In this addition reaction, the aromatic -electron cloud is destroyed, and all carbon atoms become sp^3 hybridized. Thus, X is non-aromatic. Reaction 2 is an electrophilic aromatic substitution reaction. Benzene reacts with excess chlorine in the presence of anhydrous AlCl ₃ to form hexachlorobenzene ( C ₆ Cl ₆ ), which is product