4-Dimethylaminopyridine

4-Dimethylaminopyridine

Chemical structure of 4-Dimethylaminopyridine

4-Dimethylaminopyridine (abbreviated as DMAP) is a heterocyclic compound with the chemical formula C₇H₁₀N₂. It is a colorless solid that is widely used as a catalyst in organic synthesis. DMAP is a derivative of pyridine, with a dimethylamino group attached to the 4-position of the pyridine ring.

Properties

DMAP is a highly basic compound, with a pKa value of approximately 6.7. It is soluble in many organic solvents, including polar solvents such as water, alcohols, and acetone. DMAP has a melting point of around 109-111 °C and a boiling point of approximately 267-269 °C.

Applications

DMAP is primarily used as a catalyst in various organic reactions. Its ability to act as a nucleophilic catalyst makes it particularly useful in acylation reactions, where it facilitates the formation of amides and esters. DMAP can also be employed as a catalyst in the synthesis of pharmaceuticals, dyes, and polymers.

Safety

DMAP is considered to be a relatively safe compound when handled properly. However, it is important to take precautions when working with DMAP, as it can cause irritation to the skin, eyes, and respiratory system. It is recommended to use appropriate protective equipment, such as gloves and goggles, when handling DMAP.

See also

• Pyridine
• Catalyst
• Organic synthesis