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Merck

W390607

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
Flavis number:
11.008
PubChem Substance ID:
24901933
UNSPSC Code:
12164502
FEMA Number:
3906
NACRES:
NA.21
EC Number:
209-002-8
MDL number:
MFCD00007717
Beilstein/REAXYS Number:
386122
Organoleptic:
grape
Grade:
Halal
Kosher
Biological source:
synthetic
Food allergen:
no known allergens

Key Documents

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Product Name

2′-Aminoacetophenone, ≥98%

InChI key

GTDQGKWDWVUKTI-UHFFFAOYSA-N

InChI

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

SMILES string

CC(=O)c1ccccc1N

biological source

synthetic

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

Quality Level

300
400

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Disclaimer

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

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.

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
SHBT2084
SHBT0478
SHBS8986
SHBL8626
MKCK0869

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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.
B Dollmann et al.
Journal of AOAC International, 79(2), 583-586 (1996-03-01)
Isotope dilution analysis was used to quantitate 2-aminoacetophenone in wines exhibiting the so-called untypical aging off-flavor. d3-Aminoacetophenone was synthesized and used as isotopomeric internal standard. The method of quantitation was verified by several model experiments. In the off-flavored wines studied
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