Acetoacetamide

Synonym(s):α-Acetylacetamide;3-Oxobutanamide

CAS NO.：5977-14-0
Empirical Formula: C4H7NO2
Molecular Weight: 101.1
MDL number: MFCD00025528
EINECS: 227-774-4
SAFETY DATA SHEET (SDS)
Update Date: 2023-05-04 17:34:40

What is Acetoacetamide?

Chemical properties

White to yellowish crystals

The Uses of Acetoacetamide

Acetoacetamide is used as intermediate for different organic syntheses, mainly organic dyestuffs. Product Data Sheet

The Uses of Acetoacetamide

Acetoacetamide 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.

The Uses of Acetoacetamide

Acetoacetamide 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.

Definition

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

General Description

Acetoacetamide is a degradation product of acesulfame-K, sweetener. Acetoacetamide undergoes alkaline hydrolysis to form salt of acetoacetic acid.

Flammability and Explosibility

Not classified

Purification Methods

Recrystallise the amide from CHCl3, or Me2CO/pet ether. It also crystallises from pyridine with 4mols of solvent. It is slightly soluble in H2O, EtOH and AcOH but is insoluble in Et2O. The phenylhydrazone has m 128o. [Kato Chem Pharm Bull Jpn 15 921 923 1967, Claisen & Meyer Chem Ber 35 583 1902, Beilstein 3 H 659, 3 I 231, 3 III 1204, 3 IV 1545.]

Properties of Acetoacetamide

Melting point:	53-56 °C(lit.)
Boiling point:	271.0±23.0 °C(Predicted)
Density	1.093±0.06 g/cm3(Predicted)
vapor pressure	0.93Pa at 20℃
Flash point:	>230 °F
storage temp.	Refrigerator
solubility	water: soluble1g/10 mL, clear, colorless
pka	12.38±0.46(Predicted)
form	Crystalline Powder
color	white to yellowish
Water Solubility	1000g/L at 20℃
BRN	1560550
CAS DataBase Reference	5977-14-0(CAS DataBase Reference)
EPA Substance Registry System	Butanamide, 3-oxo- (5977-14-0)

Safety information for Acetoacetamide

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.