Acetoacetamide

HCID 80077CAS 5977-14-0
Substructure searchFind similar structures

Basic information

Standard SMILES
CC(=O)CC(N)=O
InChIKey
GCPWJFKTWGFEHH-UHFFFAOYSA-N
Molecular formula
C4H7NO2
Average molar mass
101.1 g/mol
Monoisotopic mass
101.04767846

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 632231CHEBI:28515
Show more names
Nsc632231Aids134414Aids-134414AcetoacetamidACETIACETAMIDEβ-Oxobutanamide
ACETYLACETAMIDE [EP IMPURITY]NSC-632231.ALPHA.-ACETYLACETAMIDEDTXCID9020164EC 227-774-4ACESULFAME POTASSIUM IMPURITY A [EP IMPURITY]ACETYLACETAMIDE (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

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

Safety & regulation

GHS classification

GHS Classification · 3 items

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 · 2 items

Chemical: Butanamide, 3-oxo-

Status: Active Update: 08-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/25282

Hazard Classes and CategoriesNot Classified

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
1
tsca
TSCA listed
rtecs
EJ3667188
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Uses & manufacturing

Use ClassificationEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
General Manufacturing InformationButanamide, 3-oxo-: ACTIVE
Applications · 4 items

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

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
艾吉析科技（上海）有限公司17717235263 · [email protected]

Additional notes

DefinitionChEBI: Acetoacetamide is a monocarboxylic acid amide of acetoacetic acid. It is functionally related to an acetoacetic acid.

Related reactions

40 records
New reaction record

Linked notes

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