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Key Documents

A37804

Sigma-Aldrich

2′-Aminoacetophenone

98%

Synonym(s):

2-Acetylaniline

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About This Item

Linear Formula:
H2NC6H4COCH3
CAS Number:
Molecular Weight:
135.16
Beilstein:
386122
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

liquid

refractive index

n20/D 1.614 (lit.)

bp

85-90 °C/0.5 mmHg (lit.)

density

1.112 g/mL at 25 °C (lit.)

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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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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

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J R Mason et al.
Physiology & behavior, 60(6), 1449-1452 (1996-12-01)
Repellent chemicals are presumed to activate trigeminal neurons, including polymodal nociceptors, but few data are available that bear on this notion. In the present experiment, we assessed multi-unit and single-unit responses of neurons in the rat lingual trigeminal nerve to
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
K Hoenicke et al.
Advances in experimental medicine and biology, 467, 671-677 (2000-03-18)
Tryptophan (Trp) and its metabolites, especially indole-3-acetic acid (IAA), are considered as potential precursors of 2-aminoacetophenone (AAP), an aroma compound which causes the "untypical aging off-flavor" (UTA) in Vitis vinifera white wines. In this study RP-HPLC with fluorescence detection was
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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