Why is methylamine a stronger base than phenylamine?

Methylamine is CH3NH2, and phenylamine is C6H5NH2.

In methylamine, the methyl group exerts a positive inductive effect on the nitrogen atom in the amine group. This means that electrons are "pushed" towards the nitrogen atom. In phenylamine, the benzene ring exerts a negative inductive effect on the nitrogen atom in the amine group. This means that electrons are "pulled" away from the nitrogen atom.

The electron density around the nitrogen atom in methylamine is greater than the electron density around the nitrogen atom in phenylamine, so the lone pair of electrons on the nitrogen atom are more easily donated to a proton by methylamine than phenylamine. Methylamine is a stronger base.

MW
Answered by Matthew W. Chemistry tutor

17302 Views

See similar Chemistry A Level tutors

Related Chemistry A Level answers

All answers ▸

Explain why Phenol is more reactive than Benzene with bromine water.


The intermolecular interactions between halogen molecules are Van der Waals' forces. Explain how these Van der Waal's forces arise between halogen molecules.


Giving the electronic configurations for each element, predict the trend in 1st ionisation energies going across period 2 from Lithium to Neon.


What is the difference between ionic and metallic bonding?


We're here to help

contact us iconContact ustelephone icon+44 (0) 203 773 6020
Facebook logoInstagram logoLinkedIn logo

© MyTutorWeb Ltd 2013–2025

Terms & Conditions|Privacy Policy
Cookie Preferences