Organic Basicity

Basicity Factors: Electron density on the nitrogen/basic center increases basicity.

• Amine Basicity in Gas Phase:

$$3^\circ > 2^\circ > 1^\circ > \text{NH}_3$$

• Amine Basicity in Aqueous Phase ($$\text{R = --CH}_3$$):

$$2^\circ (213) > 1^\circ > 3^\circ > \text{NH}_3$$

• Amine Basicity in Aqueous Phase ($$\text{R = --C}_2\text{H}_5$$):

$$2^\circ (231) > 3^\circ > 1^\circ > \text{NH}_3$$