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139351

Sigma-Aldrich

3′-Aminoacetophenone

97%

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Synonym(s):
3-Acetylaniline
Linear Formula:
H2NC6H4COCH3
CAS Number:
Molecular Weight:
135.16
Beilstein/REAXYS Number:
386009
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

assay

97%

bp

289-290 °C (lit.)

mp

94-98 °C (lit.)

SMILES string

CC(=O)c1cccc(N)c1

InChI

1S/C8H9NO/c1-6(10)7-3-2-4-8(9)5-7/h2-5H,9H2,1H3

InChI key

CKQHAYFOPRIUOM-UHFFFAOYSA-N

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1 of 4

This Item
A38002W390607491527
vibrant-m

139351

3′-Aminoacetophenone

vibrant-m

A38002

4′-Aminoacetophenone

vibrant-m

W390607

2′-Aminoacetophenone

Quality Level

100

Quality Level

200

Quality Level

400

Quality Level

200

bp

289-290 °C (lit.)

bp

293 °C (lit.)

bp

85-90 °C/0.5 mmHg (lit.)

bp

232 °C (lit.)

mp

94-98 °C (lit.)

mp

103-107 °C (lit.)

mp

-

mp

14-18 °C (lit.)

General description

3′-Aminoacetophenone acts as bifunctional coupling reagent during the synthesis of pyrimidines.

Application

3′-Aminoacetophenone (3-Acetylaniline) was used as reagent during the asymmetric total synthesis of pactamycin. It was used as starting reagent during the synthesis of curcumin mimics with substituted sulfonyl group.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Sodium sulfate anhydrous United States Pharmacopeia (USP) Reference Standard

USP

1614807

Sodium sulfate anhydrous

4′-Aminoacetophenone Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1747

4′-Aminoacetophenone

3-Methylbenzoic acid for synthesis

Sigma-Aldrich

8.21902

3-Methylbenzoic acid

Sodium sulfate ACS reagent, ≥99.0%, anhydrous, granular

Sigma-Aldrich

239313

Sodium sulfate

Chan Mug Ahn et al.
Bioorganic & medicinal chemistry letters, 19(5), 1481-1483 (2009-01-31)
In order to discover novel small vasodilatory molecules for potential use in the treatment of vascular disease, we tested the vasodilatation effect of two types of synthetic curcumin mimics, amide type (3) and sulfonyl amide type (4), upon the basilar
J S Früchtel et al.
Biotechnology and bioengineering, 71(2), 94-103 (2001-04-05)
A combination of symmetric building blocks and combinatorial functional group transformation for synthesis of pyrimidines was investigated. The purpose of the study was to maximize the return on invested synthetic efforts of reaction development for libraries. A representative set of
M K Subramanian et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 71(1), 59-67 (2008-01-08)
The gas phase infrared spectrum of 3-aminoacetophenone (3AAP) was measured in the range 5000-500 cm(-1) and with a resolution of 0.5 cm(-1). The Fourier transform Raman (FT-Raman) and Fourier transform infrared (FT-IR) spectra of 3AAP were recorded in the solid
Justin T Malinowski et al.
Science (New York, N.Y.), 340(6129), 180-182 (2013-04-13)
Medicinal application of many complex natural products is precluded by the impracticality of their chemical synthesis. Pactamycin, the most structurally intricate aminocyclopentitol antibiotic, displays potent antiproliferative properties across multiple phylogenetic domains, but it is highly cytotoxic. A limited number of

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