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W390607

Sigma-Aldrich

2′-Aminoacetophenone

≥98%

Synonym(s):

2-Acetylaniline

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About This Item

Linear Formula:
H2NC6H4COCH3
CAS Number:
551-93-9
Molecular Weight:
135.16
FEMA Number:
3906
Beilstein/REAXYS Number:
386122
EC Number:
209-002-8
MDL number:
MFCD00007717
UNSPSC Code:
12164502
PubChem Substance ID:
24901933
Flavis number:
11.008
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

Halal
Kosher

assay

≥98%

refractive index

n20/D 1.614 (lit.)

bp

85-90 °C/0.5 mmHg (lit.)

density

1.112 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

organoleptic

grape

storage temp.

2-8°C

SMILES string

CC(=O)c1ccccc1N

InChI

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

InChI key

GTDQGKWDWVUKTI-UHFFFAOYSA-N

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General description

2′-Aminoacetophenone is one of the key volatile flavor components of masa corn flour products.{9] It is also reported to be responsible for the grape-like odor in culture media growing Pseudomonas aeruginosa.

Disclaimer

For R&D or non-EU Food use. Not for retail sale.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Use of 2-aminoacetophenone production in identification of Pseudomonas aeruginosa.
Cox CD & Parker J.
Journal of Clinical Microbiology, 9(4), 479-484 (1979)
Madhushree Y Gokhale et al.
Journal of pharmaceutical sciences, 98(12), 4639-4649 (2009-06-25)
Glycosylation reaction kinetics of a series of aromatic amines (kynurenine, 2'-aminoacetophenone, daptomycin, and sulfamethoxazole) was compared to propose a unifying reaction mechanism. Kinetic studies were conducted in aqueous solutions containing glucose in the pH range 1-6.5 with 2'-aminoacetophenone and daptomycin.
Michael C Myers et al.
Journal of the American Chemical Society, 127(17), 6152-6153 (2005-04-28)
Cells that express mutant p53 derived from cancers are selectively killed by a new class of small organic molecules. The protein p53 is recognized as one of the most important guardians in the body that prevents tumor development. Mutant forms
Hans-Georg Schmarr et al.
Journal of chromatography. A, 1150(1-2), 78-84 (2006-10-04)
The key compound in the wine off-flavor phenomenon "Untypische Alterungsnote" (UTA) is 2-aminoacetophenone (AAP). A new method for its quantitative analysis in wine is described. The analysis is based on solid phase extraction with LiChrolut EN as sorbent material followed
D L Nolte et al.
Physiology & behavior, 58(5), 925-928 (1995-11-01)
Ingested flavor chemicals cross the placental barrier and occur in the fetal blood and amniotic fluid. This occurrence is detectable by the fetus, and can influence post parturition feeding. In the present experiment, pregnant mice were offered either 0.1% ortho-aminoacetophenone
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