Which is the correct order of acid strength from the following?
To determine the correct order of acid strength among phenol (C_6H_5OH), water (H_2O), and alcohols (ROH), we must consider their ability to donate a proton (H+), which is indicative of acid strength.
Phenol (C_6H_5OH): Phenol is a weak acid but stronger than both water and alcohols. The phenoxide ion, formed after donating a proton, is stabilized by resonance with the benzene ring.
Water (H_2O): Water is less acidic than phenol but more acidic than alcohols. The hydroxide ion formed is stable but lacks resonance stabilization found in phenoxide.
Alcohols (ROH): Alcohols are the weakest acids because the alkoxide ion formed after losing a proton is not stabilized by resonance or significant electronegativity effects.
Order of Acid Strength: The acid strength order based on their ability to donate protons and stabilization of resulting ions is:
C_6H_5OH > H_2O > ROH
This order is due to the resonance stabilization of the phenoxide ion, moderate stability of hydroxide ion, and the lack of stabilization in the alkoxide ion.
Write IUPAC names of the following compounds and classify them into primary, secondary and tertiary amines.
(i) (CH3 )2CHNH2 (ii) CH3 (CH2 )2NH2 (iii) CH3NHCH(CH3 )2
(iv) (CH3 )3CNH2 (v) C6H5NHCH3 (vi) (CH3CH2 )2NCH3 (vii) m–BrC6H4NH2
Give one chemical test to distinguish between the following pairs of compounds.
(i) Methylamine and dimethylamine
(ii) Secondary and tertiary amines
(iii) Ethylamine and aniline
(iv) Aniline and benzylamine
(v) Aniline and N-methylaniline
Account for the following:
(i) pKb of aniline is more than that of methylamine.
(ii) Ethylamine is soluble in water whereas aniline is not.
(iii) Methylamine in water reacts with ferric chloride to precipitate hydrated ferric oxide.
(iv) Although amino group is o– and p– directing in aromatic electrophilic substitution reactions, aniline on nitration gives a substantial amount of m-nitroaniline.
(v) Aniline does not undergo Friedel-Crafts reaction.
(vi) Diazonium salts of aromatic amines are more stable than those of aliphatic amines. (vii) Gabriel phthalimide synthesis is preferred for synthesising primary amines.