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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:
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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
N Christoph et al.
Advances in experimental medicine and biology, 467, 659-669 (2000-03-18)
Tryptophan (TRP) and its metabolites are considered as potential precursors of 2-aminoacetophenone (AAP) in different food products causing different off-flavors. AAP is also responsible for the "untypical aging flavor (UTA)" in wine, developing a floor polish-like flavor in white wines
Andrew P Worth et al.
Methods in molecular biology (Clifton, N.J.), 930, 125-162 (2012-10-23)
In this chapter, a range of computational tools for applying QSAR and grouping/read-across methods are described, and their integrated use in the computational assessment of genotoxicity is illustrated through the application of selected tools to two case-study compounds-2-amino-9H-pyrido[2,3-b]indole (AαC) and
R E Page et al.
Experientia, 44(3), 270-271 (1988-03-15)
o-Aminoacetophenone is a pheromone produced by virgin honeybee queens and released with feces. In small social groups, the pheromone repels and is used to terminate agonistic interactions between queens and workers.
Meenu Kesarwani et al.
PLoS pathogens, 7(8), e1002192-e1002192 (2011-08-11)
A significant number of environmental microorganisms can cause serious, even fatal, acute and chronic infections in humans. The severity and outcome of each type of infection depends on the expression of specific bacterial phenotypes controlled by complex regulatory networks that
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