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688789

Sigma-Aldrich

Acetoacetamide

Arxada quality, 98.5-100.3 % (w/w) (T)

Synonym(s):

α-Acetylacetamide, 3-Oxobutanamide

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About This Item

Linear Formula:
CH3COCH2CONH2
CAS Number:
5977-14-0
Molecular Weight:
101.10
Beilstein/REAXYS Number:
1560550
EC Number:
227-774-4
MDL number:
MFCD00025528
UNSPSC Code:
12352100
PubChem Substance ID:
329761193
NACRES:
NA.22

form

crystals

quality

Arxada quality

manufacturer/tradename

Arxada AG

concentration

98.5-100.3 % (w/w) (T)

color

white to yellowish

mp

52.0-54.0 °C
53-56 °C (lit.)

SMILES string

CC(=O)CC(N)=O

InChI

1S/C4H7NO2/c1-3(6)2-4(5)7/h2H2,1H3,(H2,5,7)

InChI key

GCPWJFKTWGFEHH-UHFFFAOYSA-N

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application

Acetoacetamide is a β-keto amide commonly used in building heterocyclic systems.[1][2][3][4] It can be used in synthesizing various N-substituted acetoacetamides,[5] that are primary precursors for several organic dyes and pigments.[6]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG6496
BCCG6495
BCCG6494
BCCJ9231
BCCH3346

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A Simple and Efficient Regioselective and Chemoselective Synthesis of New Substituted 3?Methyl?6?arylpyridazine?4?carboxamides and 5?Oxo?3?aryl?5,6?dihydropyrido [4, 3?c] pyridazine?8?carbaldehydes.
Lotfata A, et al.
Journal of Heterocyclic Chemistry, 55(3), 603-609 (2018)
Three?Component Synthesis of Pyrrole?Related Nitrogen Heterocycles by a Hantzsch?Type Process: Comparison between Conventional and High?Speed Vibration Milling Conditions.
Estevez V, et al.
Asian Journal of Organic Chemistry, 5(5), 652-662 (2016)
Chemoselective Amination of ?-Keto Amides.
Hirai S, et al.
Current Organic Chemistry, 20(27), 2911-2916 (2016)
Synthesis and structure of new 1,2,3-triazolyl substituted 1,3,5-triazines.
Mikhaylichenko S, et al.
European Journal of Chemistry, 3(1), 1-9 (2012)
Synthesis and evaluation of 1, 2, 4-triazolo [1, 5-a] pyrimidines as antibacterial agents against Enterococcus faecium.
Wang H, et al.
Journal of Medicinal Chemistry, 58(10), 4194-4203 (2015)
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