Acetoacetamide
Basic information
- CAS
5977-14-0- Standard SMILES
CC(=O)CC(N)=O- InChIKey
GCPWJFKTWGFEHH-UHFFFAOYSA-N- Molecular formula
- C4H7NO2
- Average molar mass
- 101.1 g/mol
- Monoisotopic mass
- 101.04767847
Overview
Acetoacetamide is a monocarboxylic acid amide of acetoacetic acid. It is functionally related to an acetoacetic acid.
Names & identifiers
- Preferred name
- Acetoacetamide
- IUPAC
- 3-oxobutanamide
- English name
- Acetoacetamide
- Molecular formula
- C4H7NO2
- Molecular weight
- 101.1
Names & synonyms
Acetoacetamide3-OxobutanamideAcetylacetamideButanamide, 3-oxo-Acetoacetic acid amide3-oxobutyramideDTXSID1040164UNII-6O9U7CFY0TEINECS 227-774-46O9U7CFY0TNSC 632231.ALPHA.-ACETYLACETAMIDE
Show more names
Nsc632231Aids134414Aids-134414AcetoacetamidACETIACETAMIDEβ-Oxobutanamide
CHEBI:28515ACETYLACETAMIDE [EP IMPURITY]NSC-632231DTXCID9020164EC 227-774-4ACETYLACETAMIDE (EP IMPURITY)ACESULFAME POTASSIUM IMPURITY A [EP IMPURITY]ACESULFAME POTASSIUM IMPURITY A (EP IMPURITY)
Database identifiers
- CAS
5977-14-0- PubChem CID
- 80077
- DTXSID
DTXSID1040164- ChEMBL
CHEMBL1984636- ChEBI
CHEBI:28515- UNII
- 6O9U7CFY0T
- EC Number
- 227-774-4
- Nikkaji
- J26.750C
Properties
Computed structural properties
- XLogP
- -1
- Topological polar surface area
- 60.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 97.9
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty amides [FA08] -> Primary amides [FA0801]
PesticidesEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
Physicochemical properties
- Melting point
- 53 · 53-56 °C(lit.)
- Boiling point
- 271 · 271.0±23.0 °C(Predicted)
- Density
- 1.093 · 1.093±0.06 g/cm3(Predicted)
- vapor pressure
- 0.93 Pa · 0.93Pa at 20℃
- Flash point
- 230 °F · >230 °F
- storage temp.
- Refrigerator
- solubility
- 1 g/10 · water: soluble1g/10 mL, clear, colorless
- pka
- 12.38 · 12.38±0.46(Predicted)
- form
- Crystalline Powder
- color
- white to yellowish
- Water Solubility
- 1000 g/L · 1000g/L at 20℃
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 100% (169 of 169) of all reports.
Not Classified
Aggregated GHS information provided per 169 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: Butanamide, 3-oxo-
REACH registered substance: Acetoacetamide (EC: 227-774-4)
Hazard Classes and CategoriesNot Classified
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- EJ3667188
- hs_code
- 2924199090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- REACH Registrations
- Active
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Uses & manufacturing
Use ClassificationEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
General Manufacturing InformationButanamide, 3-oxo-: ACTIVE
Applications
UsesAcetoacetamide is used as intermediate for different organic syntheses, mainly organic dyestuffs. Product Data Sheet
UsesAcetoacetamide was used in a study to assess the stability of artificial sweeteners- aspartame, acesulfame-K and binary sweetener blend of aspartame x acesulfame-K during storage. Acetoacetamide was also used in analysis of multiple sweeteners and their degradation products in lassi by HPLC.
UsesAcetoacetamide is a β-keto amide commonly used in building heterocyclic systems. It can be used in synthesizing various N-substituted acetoacetamides, that are primary precursors for several organic dyes and pigments.
General DescriptionAcetoacetamide is a degradation product of acesulfame-K, sweetener. Acetoacetamide undergoes alkaline hydrolysis to form salt of acetoacetic acid.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
40 records
Compound notes
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