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538329

Acetoacetanilide

≥99.5%

Synonym(s):

1-(Phenylamino)-1,3-butanedione, 1-(Phenylcarbamoyl)-2-propanone, 3-Oxo-N-phenylbutanamide, 3-Oxo-N-phenylbutyramide, 4-(Phenylamino)-2,4-butanedione, Acetoacetamidobenzene

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About This Item

Linear Formula:
CH3COCH2CONHC6H5
CAS Number:
102-01-2
Molecular Weight:
177.20
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24878321
EC Number:
202-996-4
Beilstein/REAXYS Number:
473419
MDL number:
MFCD00008780
Assay:
≥99.5%
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vapor density

6.1 (vs air)

Quality Segment

assay

≥99.5%

autoignition temp.

843 °F

mp

83-88 °C (lit.)

functional group

amide, ketone

SMILES string

CC(=O)CC(=O)Nc1ccccc1

InChI

1S/C10H11NO2/c1-8(12)7-10(13)11-9-5-3-2-4-6-9/h2-6H,7H2,1H3,(H,11,13)

InChI key

DYRDKSSFIWVSNM-UHFFFAOYSA-N

General description

Acetoacetanilide (N-phenyl-3-oxobutanamide) undergoes condensation reaction with o-phenylenediamine to afford a Schiff base. Dielectric constant of acetoacetanilide crystals were found to increase on exposure to 120MeV Ag13+ ions due to increase in number of defects. Acetoacetanilide/Ce4+ system serves as an initiator during the polymerization of vinyl monomers.

Application

Acetoacetanilide may be used to synthesize:
  • azo pigments
  • acetoacetanilido-4-aminoantipyrine (Schiff base)
  • 6-aryl-2-methyl-4-oxo-N,N′-diphenyl-2-cyclohexene-1,3-dicarboxamides
  • photoluminescent lanthanide complexes

Storage Class

11 - Combustible Solids

WGK

WGK 3

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