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CAS 5683-33-0

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2-dimethylaminopyridine

Description:
2-Dimethylaminopyridine (DMAP) is a heterocyclic organic compound characterized by its pyridine ring substituted with two dimethylamino groups at the 2-position. It is a colorless to pale yellow liquid with a distinctive amine-like odor. 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. The compound is soluble in polar organic solvents such as ethanol and acetone, but less soluble in water due to its hydrophobic nature. DMAP exhibits basic properties, with a pKa value indicating its ability to accept protons. It is also recognized for its ability to form stable complexes with electrophiles, making it a valuable reagent in synthetic organic chemistry. Safety considerations include its potential to cause skin and eye irritation, and it should be handled with appropriate precautions in a well-ventilated environment. Overall, DMAP is a versatile and widely used compound in chemical synthesis.
Formula:C7H10N2
InChI:InChI=1S/C7H10N2/c1-9(2)7-5-3-4-6-8-7/h3-6H,1-2H3
InChI key:InChIKey=PSHKMPUSSFXUIA-UHFFFAOYSA-N
SMILES:N(C)(C)C1=CC=CC=N1
Synonyms:
  • 2,6-Dimethyl-3-pyridinylamine
  • 2-Dimethylamino pyridine
  • 2-Pyridinamine, N,N-dimethyl-
  • 3-benzyl-6,6-dimethyl-2-thioxo-1,2,3,5,6,8-hexahydro-4H-pyrano[4',3':4,5]thieno[2,3-d]pyrimidin-4-one
  • N,N-Dimethyl-2-pyridinamine
  • N,N-Dimethylamino-2-pyridine
  • N,N-Dimethylpyridin-2-ylamine
  • NSC 93902
  • Pyridine, 2-(dimethylamino)-
  • dimethylamino-2pyridine
  • See more synonyms
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