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CAS 30766-20-2

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5-(Dimethylamino)-3-pyridinecarboxylic acid

Description:
5-(Dimethylamino)-3-pyridinecarboxylic acid, also known as DMAP (Dimethylaminopyridine), is an organic compound characterized by its pyridine ring substituted with a dimethylamino group and a carboxylic acid functional group. This compound typically appears as a white to light yellow crystalline solid and is soluble in polar solvents such as water, methanol, and ethanol. DMAP is known for its role as a nucleophilic catalyst in various organic reactions, particularly in acylation and esterification processes, enhancing reaction rates and yields. Its basicity is attributed to the nitrogen atom in the dimethylamino group, which can participate in proton transfer reactions. Additionally, DMAP exhibits moderate toxicity and should be handled with care in laboratory settings. Its applications extend beyond organic synthesis to include roles in pharmaceuticals and materials science, making it a valuable compound in both academic and industrial chemistry.
Formula:C8H10N2O2
InChI:InChI=1S/C8H10N2O2/c1-10(2)7-3-6(8(11)12)4-9-5-7/h3-5H,1-2H3,(H,11,12)
InChI key:InChIKey=BZUPYORMYVQEMK-UHFFFAOYSA-N
SMILES:C(O)(=O)C=1C=C(N(C)C)C=NC1
Synonyms:
  • 3-Pyridinecarboxylic acid, 5-(dimethylamino)-
  • 5-(Dimethylamino)-3-pyridinecarboxylic acid
  • 5-(Dimethylamino)nicotinic acid
  • Nicotinic acid, 5-(dimethylamino)-
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