Why is ethylamine a stronger base than phenylamine?

A base is a proton acceptor. 

Amines work as bases due to the electronegativity of the nitrogen atom. The lone pair in the nitrogen atom is filled in a 2p(z) orbital, in phenylamine, the p orbital sufficiently overlaps with the p orbitals in the phenyl ring, thus causing the electron density to be spread over a larger area, or delocalised, thus reducing the basicity of the nitrogen atom.

On the other hand, in ethylamine, the nitrogen atom cannot overlap with any other atom and so the electron density is concentrated around the atom, or it's localised, thus increasing the basicity as it's able to attract protons more easily. 

AM

Related Chemistry A Level answers

All answers ▸

Periodicity shows a fairly smooth increasing trend across a period for ionisation energy. However, between groups 2 & 3 and groups 5 & 6, the trend doesn't appear to be followed. Using your knowledge of chemistry, explain why the trend isn't followed here


NaOH is a strong base. An aqueous solution is made containing 0.300mol.dm^-3 of NaOH at room temperature. Calculate the pH of this solution.


If hydrogen was burnt in a chamber full of oxygen, what would be the effect on the chamber pressure and why?


There are two methods of ionisation in a time of flight spectrometer, name and explain one of these methods in detail.