Which of the following statements is not correct ?

Options

A. Phenol has a higher boiling point than benzethiol
B. Hydroquinone has a higher melting point than catechol
C. `o`-Nitrophenol and `o`-hydroxybenzaldehde have the lower boiling points as compared with their `m-` and `p-` isomers.
D. `o`-Nitrophenol and `o`-hydroxybenzaldehyde have the higher water solubility as compared with their `m-` and `p-`isomers.

Answer

D

Explanation

Intramolecular hydrogen bonding (chelation) in the `o`-isomers inhibits intermolecular attraction , lowering the boiling point and reduces hydrogen -bonding with `H_(2)O`,decreasing water solubility.

Intramolecular mass , benzenethiol `(C_(6)H_(5)SH)` should have higher boiling point. However , sulphur (on account of lower electronegatively) is a poor hydrogen bonding participant. Thus , intermolecular attraction in `PhSH` is weaker than in `PhOH` . BOiling point of benzene thiol is `168.7^(@)C`.
(2) Molecules of the `p`-isomer (being symmetrical) can fit closer in the srystal lattice of the solid state causing it to have strong intercrystalline forces and hence higher melting point.