Product Name
4-Dimethylaminopyridine
Description
4-Dimethylaminopyridine (DMAP) is a derivative of pyridine with the chemical formula (CH3)2NC5H4N. This colourless solid is of interest because it is more basic than pyridine, owing to the resonance stabilisation from the NMe2 substituent.Because of its basicity, DMAP is a useful nucleophilic catalyst for a variety of reactions such as esterifications with anhydrides, the Baylis-Hillman reaction, hydrosilylations, tritylation, the Steglich rearrangement, Staudinger synthesis of β-lactams and many more. Chiral DMAP analogues are used in kinetic resolution experiments of mainly secondary alcohols and Evans auxiliary type amides.
Synonyms
4-Dimethylaminopyrid;AURORA KA-6495;N-(4-Pyridyl)dimethylamine;4-Pyridinamine, N,N-dimethyl-;4-Dimethylaminepyridine
IUPAC Name
4-Dimethylaminopyridine
Appearance
White to yellow crystalline powder
Hazard Statements
T,C,T+,Xn,F
Refractive Index
n20/D 1.431
Safety Description
36/37/39-45-28A-26-28-36/37-53-27-22-16
Stability
Stable. Incompatible with acids, oxidizing agents.
Storage Conditions
Store in dark
Supplemental Hazard Statements
H314-H318-H402-H301-H310-H315-H319-H335-H302-H311-H351-H225-H302+H312-H336
Symbol
GHS08,GHS02,GHS06,GHS07,GHS05
Vapor Pressure
0.431mmHg at 25°C
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