Acetoacetamide

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Acetoacetamide structure
Structural Feature
Acetoacetyl compound Amide Ketone β-keto amide
Reactive Feature
Active methylene Enolizable carbonyl compound N-substitution substrate
Synthesis Role
Acetoacetyl intermediate Heterocycle synthesis precursor Synthetic building block
Application Context
Agrochemical intermediate Dye and pigment intermediate General building block Organic synthesis intermediate Pharmaceutical intermediate

3-Oxobutanamide / Acetylacetamide / Acetoacetic acid amide / 3-oxobutyramide / Butanamide, 3-oxo- / α-Acetylacetamide / Acetyl acetamide / Acesulfame potassium EP Impurity A / MFCD00025528 / NSC 632231

CAS Number5977-14-0
Product CodeSL1310002
EC Number227-774-4
Molecular FormulaC4H7NO2
Molecular Weight101.1
AppearanceWhite to yellowish crystalline powder
Melting Point53-56 °C
Boiling Point271.0±23.0 °C (predicted)
Density1.093±0.06 g/cm³ (predicted)
SolubilitySoluble in water; reported about 1 g/10 mL
SMILESCC(=O)CC(=O)N
InChIKeyGCPWJFKTWGFEHH-UHFFFAOYSA-N
DescriptionAcetoacetamide is a small β-keto amide bearing amide, ketone carbonyl and active methylene functionality. It is used as an acetoacetyl building block in condensation, N-substitution and heterocycle-forming chemistry.
ApplicationsUsed in organic synthesis, pharmaceutical intermediates, agrochemical intermediates, and dye or pigment intermediate chemistry; also used to prepare N-substituted acetoacetamides and heterocyclic compounds.

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