MolSynapsequestion bank

MolSynapse / Question bank / General Organic Chemistry I: Electronic Effects / Resonance: rules, conditions and drawing resonating structures

JEE Advanced levelOne or more correct optionsDifficulty 3 of 3g1055

Which statements about the acidity of nitrophenols are correct?

A4-Aminophenol is more acidic than 4-nitrophenol.
B4-Nitrophenol is more acidic than 3-nitrophenol.
C3-Nitrophenol is more acidic than phenol.
D2,4,6-Trinitrophenol is more acidic than 4-nitrophenol.

Answer: B, C, D

A nitro group at C-4 stabilises the phenoxide through -M and -I, at C-3 only through -I, and both are better than hydrogen. Three nitro groups stabilise it still more. The amino group is +M and destabilises the phenoxide, so 4-aminophenol is a weaker acid than 4-nitrophenol.

Practice General Organic Chemistry I: Electronic Effects More on Resonance: rules, conditions and drawing resonating structures

Previous questionNext question

More questions on Resonance: rules, conditions and drawing resonating structures

Which of the following groups shows a +M (+R) effect? NEET level
Which of the following is a -M group? NEET level
In benzene, which statement about the carbon-carbon bonds is correct? NEET level
Which of the following species is stabilised by resonance? NEET level
Which of the following carbocations is the most stable? NEET level
Count all the contributing resonance structures of the carbonate ion CO3^2- that obey the standard rules (same sigma framework, octet rule o... JEE Main level