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2-Aminoacetophenone

CAS No.
551-93-9
Chemical Name:
2-Aminoacetophenone
Synonyms
1-(2-AMINOPHENYL)ETHAN-1-ONE;2-Acetylaniline;O-AMINOACETOPHENONE;2-AMINO-1-PHENYLETHANONE;1-Acetyl-2-aminobenzene;2'-AMINOACETOPHENONE;ETHANONE, 1-(2-AMINOPHENYL)-;FEMA 3906;Linaint-G;o-aminophenone
CBNumber:
CB5383885
Molecular Formula:
C8H9NO
Molecular Weight:
135.16
MDL Number:
MFCD00007717
MOL File:
551-93-9.mol
MSDS File:
SDS
Last updated:2024-03-28 13:39:29

2-Aminoacetophenone Properties

Melting point 20 °C
Boiling point 85-90 °C0.5 mm Hg(lit.)
Density 1.112 g/mL at 25 °C(lit.)
FEMA 3906 | 2-AMINOACETOPHENONE
refractive index n20/D 1.614(lit.)
Flash point >230 °F
storage temp. 2-8°C
solubility Dichloromethane (Sparingly), DMSO, Methanol (Slightly)
form Liquid
pka 2.31±0.10(Predicted)
color Yellow to yellow-brown
Odor grape sweet
Odor Type grape
Merck 14,413
JECFA Number 2043
BRN 386122
InChIKey GTDQGKWDWVUKTI-UHFFFAOYSA-N
LogP 1.63
CAS DataBase Reference 551-93-9(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS) 2'-AMINOACETOPHENONE
FDA UNII 69Y77091BC
NIST Chemistry Reference Ethanone, 1-(2-aminophenyl)-(551-93-9)
EPA Substance Registry System Ethanone, 1-(2-aminophenyl)- (551-93-9)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-24/25-37/39
WGK Germany  3
RTECS  AM5775000
Hazard Note  Irritant
TSCA  Yes
HS Code  29223990
NFPA 704
0
2 0

2-Aminoacetophenone price More Price(48)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich W390607 2′-Aminoacetophenone ≥98% 551-93-9 100g $78.7 2024-03-01 Buy
Sigma-Aldrich W390607 2′-Aminoacetophenone ≥98% 551-93-9 1kg $629 2024-03-01 Buy
Sigma-Aldrich A37804 2′-Aminoacetophenone 98% 551-93-9 5g $49.4 2024-03-01 Buy
Sigma-Aldrich 49868 2′-Aminoacetophenone analytical standard 551-93-9 250mg $65.6 2022-05-15 Buy
TCI Chemical A0250 2'-Aminoacetophenone 551-93-9 5g $26 2024-03-01 Buy
Product number Packaging Price Buy
W390607 100g $78.7 Buy
W390607 1kg $629 Buy
A37804 5g $49.4 Buy
49868 250mg $65.6 Buy
A0250 5g $26 Buy

2-Aminoacetophenone Chemical Properties,Uses,Production

Chemical Properties

2-Aminoacetophenone, also known as o-aminoacetophenone or 2-AA, is a yellow to yellow-brown liquid that has a grape-like odor. Aminoacetophenone is a pheromone produced by virgin honeybee queens and released in feces. The pheromone repels and is used to terminate agonistic interactions between queens and workers. A grape-like odor of 2-aminoacetophenone is of diagnostic importance in detecting the growth of Pseudomonas aeruginosa in culture and in burn wounds.

Occurrence

Reported present in chestnut honey (>154 ppb)*; green tea and wine (0.7 to 12.8 μg/L).

Uses

2′-Aminoacetophenone may be used as an analytical standard for the determination of the analyte in livestock particulate matter, and grape-derived beverages by gas chromatography-mass spectrometry-olfactometry (GC-MS-O) and GC-MS, respectively.

Definition

ChEBI: 2-Aminoacetophenone is an aromatic ketone that is acetophenone in which one of the ortho hydrogens of the phenyl group has been replaced by an amino group.

Preparation

Synthesis of 2-Aminoacetophenone by reaction of methyl lithium with Isatoic anhydride in an anhydrous or nearly anhydrous solvent at a reaction temperature of -50°C or less.

Synthesis Reference(s)

Journal of the American Chemical Society, 76, p. 4561, 1954 DOI: 10.1021/ja01647a016
Journal of Heterocyclic Chemistry, 24, p. 297, 1987 DOI: 10.1002/jhet.5570240201
Journal of the American Chemical Society, 105, p. 943, 1983 DOI: 10.1021/ja00342a050
The Journal of Organic Chemistry, 45, p. 4926, 1980 DOI: 10.1021/jo01312a021
The Journal of Organic Chemistry, 22, p. 358, 1957 DOI: 10.1021/jo01355a002

General Description

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

10517-50-7
551-93-9
Synthesis of 2-Aminoacetophenone from 2-amino-alpha-methylbenzyl alcohol
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View Lastest Price from 2-Aminoacetophenone manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-Aminoacetophenone pictures 2024-03-28 2-Aminoacetophenone
551-93-9
US $6.00 / KG 25KG 99% 20000KG/month Hebei Saisier Technology Co., LTD
2-Aminoacetophenone pictures 2024-03-28 2-Aminoacetophenone
551-93-9
US $0.00-0.00 / kg 1kg 99%+ 10000kgs per Month Shanghai Qyubiotech Co., Ltd.
2-Aminoacetophenone pictures 2024-01-08 2-Aminoacetophenone
551-93-9
US $0.00 / kg 1kg 99% 1000000 Hebei Jingbo New Material Technology Co., Ltd
1-(2-aminophenyl)-ethanon 2’-amino-acetophenon Acetophenone, 2'-amino- o-acetylaniline o-Aminoacetylbenzene 2-AMINOACETOPHENONE 1-(2-aminophenyl)-ethanone AMINOACETOPHENONE(2-) O-AMINOPHENYL METHYL KETONE FEMA 3906 2'-AMINOACETOPHENONE 98+% 2'-AminoActophenone 2-Aminoacetophenone99% ORTHO-AMINOACETOPHENONE 2''-AMINOACETOPHENONE 98.0+% 2'-Aminoacetophenone,97% o-Aminoacetophenone(2- 2′-Aminoacetophenone,2-Acetylaniline 1-(2-Aminophenyl)ethan-1-one, 2-Acetylaniline Neighboring aMino acetophenone Linaint-G Linagliptin Impurity 67 (2-Aminoacetophenone) Linagliptin Impurity 96 Linagliptin Impurity 107 1-Acetyl-2-aminobenzene 2-Acetylaniline 2-AMINO-1-PHENYLETHANONE 2'-AMINOACETOPHENONE 1-(2-AMINOPHENYL)ETHAN-1-ONE O-AMINOACETOPHENONE ETHANONE, 1-(2-AMINOPHENYL)- Compound Fr14273 2’-Aminoacetophenone (2-AAP) o-aminophenone 551-93-9 551-93-3 55-93-9 CH3COC6H4NH2 C8H9NO AMINE ALDEHYDE Organic Building Blocks Ketones C7 to C8 Carbonyl Compounds Building Blocks Aromatic Acetophenones & Derivatives (substituted) pharmaceutical intermediates Amines and Anilines Carbonyl Compounds J's 551-93-9 bc0001 john's