CAS 1112-24-9

2-(Dimethylamino)-2-(hydroxymethyl)-1,3-propanediol

Description:

2-(Dimethylamino)-2-(hydroxymethyl)-1,3-propanediol, commonly referred to as DMAP, is an organic compound characterized by its dual functional groups: a dimethylamino group and a hydroxymethyl group, both attached to a propane backbone. This compound is typically a colorless to pale yellow liquid with a slight amine odor. It is soluble in water and many organic solvents, making it versatile in various chemical applications. DMAP is often utilized as a reagent in organic synthesis, particularly in the preparation of pharmaceuticals and agrochemicals, due to its ability to act as a nucleophilic catalyst. The presence of the dimethylamino group enhances its basicity and nucleophilicity, while the hydroxymethyl group can participate in hydrogen bonding, influencing its reactivity and solubility. Additionally, DMAP is known for its stability under a range of conditions, although it should be handled with care due to its potential irritant properties. Overall, its unique structure and functional characteristics make it a valuable compound in synthetic organic chemistry.

Formula: C₆H₁₅NO₃

InChI: InChI=1S/C6H15NO3/c1-7(2)6(3-8,4-9)5-10/h8-10H,3-5H2,1-2H3

InChI key: InChIKey=FGLZHYIVVZTBQJ-UHFFFAOYSA-N

SMILES: C(N(C)C)(CO)(CO)CO

Synonyms:

• 2-(Dimethylamino)-2-(hydroxymethyl)propan-1,3-diol
• 2-(Dimethylamino)-2-(hydroxymethyl)-1,3-propanediol
• 1,3-Propanediol, 2-(dimethylamino)-2-(hydroxymethyl)-
• NSC 17711