ChemicalBook > CAS DataBase List > 2-Aminoacetophenone

2-Aminoacetophenone

Product Name
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
Formula Weight
135.16
MOL File
551-93-9.mol
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2-Aminoacetophenone Property

Melting point:
20 °C
Boiling point:
85-90 °C0.5 mm Hg(lit.)
Density 
1.112 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.614(lit.)
FEMA 
3906 | 2-AMINOACETOPHENONE
Flash point:
>230 °F
storage temp. 
2-8°C
solubility 
Dichloromethane (Sparingly), DMSO, Methanol (Slightly)
pka
2.31±0.10(Predicted)
form 
Liquid
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)
NIST Chemistry Reference
Ethanone, 1-(2-aminophenyl)-(551-93-9)
EPA Substance Registry System
Ethanone, 1-(2-aminophenyl)- (551-93-9)
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Safety

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
Hazardous Substances Data
551-93-9(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W390607
Product name
2′-Aminoacetophenone
Purity
≥98%
Packaging
100g
Price
$78.7
Updated
2024/03/01
Sigma-Aldrich
Product number
W390607
Product name
2′-Aminoacetophenone
Purity
≥98%
Packaging
1kg
Price
$629
Updated
2024/03/01
Sigma-Aldrich
Product number
A37804
Product name
2′-Aminoacetophenone
Purity
98%
Packaging
5g
Price
$49.4
Updated
2024/03/01
Sigma-Aldrich
Product number
49868
Product name
2′-Aminoacetophenone
Purity
analytical standard
Packaging
250mg
Price
$65.6
Updated
2022/05/15
TCI Chemical
Product number
A0250
Product name
2'-Aminoacetophenone
Packaging
5g
Price
$26
Updated
2024/03/01
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2-Aminoacetophenone Chemical Properties,Usage,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.

2-Aminoacetophenone Preparation Products And Raw materials

Raw materials

Preparation Products

ETHYL 2,4-DIMETHYLQUINOLINE-3-CARBOXYLATE ETHYL 2-(CHLOROMETHYL)-4-METHYLQUINOLINE-3-CARBOXYLATE HYDROCHLORIDE 2-CHLORO-4-METHYLQUINOLINE-3-CARBONITRILE 4-METHYL-2-(1H-PYRROL-2-YL)QUINOLINE 2-AMINO-4-METHYL-QUINOLINE-3-CARBONITRILE (2,4-DIMETHYLQUINOLIN-3-YL)ACETIC ACID HYDROCHLORIDE METHYL 2-(CHLOROMETHYL)-4-METHYLQUINOLINE-3-CARBOXYLATE HYDROCHLORIDE 2-ETHYL-4-METHYLQUINOLINE-3-CARBOXYLIC ACID 2,4-DIMETHYLQUINOLINE-3-CARBOXYLIC ACID 1-(2,4-DIMETHYLQUINOLIN-3-YL)ETHANONE HYDROCHLORIDE
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2-Aminoacetophenone Suppliers

Americas 1 Belgium 4 China 388 Europe 6 France 1 Germany 6 India 40 Japan 5 Slovakia 1 South Korea 1 Switzerland 4 The Netherlands 1 Turkey 1 Ukraine 2 United Kingdom 19 United States 57 USA 1 Global 538
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View Lastest Price from 2-Aminoacetophenone manufacturers

Shanghai Qyubiotech Co., Ltd.
Product
2-Aminoacetophenone 551-93-9
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%+
Supply Ability
10000kgs per Month
Release date
2023-08-16
Hebei Saisier Technology Co., LTD
Product
2-Aminoacetophenone 551-93-9
Price
US $6.00/KG
Min. Order
25KG
Purity
99%
Supply Ability
20000KG/month
Release date
2024-03-28
Henan Fengda Chemical Co., Ltd
Product
2-Aminoacetophenone 551-93-9
Price
US $100.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-24

551-93-9, 2-AminoacetophenoneRelated Search:

Methyl anthranilate Acetophenone 4'-Hydroxyacetophenone L-PICEIN 3-Nitroacetophenone 2'-Hydroxyacetophenone 2-Aminobenzaldehyde 2-Aminophenol 8-Bromo-3-methyl-xanthine (R)-1-Boc-3-Aminopiperidine o-Anisidine 1,2-Dimethoxybenzene 2-Bromobenzonitrile 3-Methoxysalicylaldehyde 1-Bromo-2-iodobenzene o-Phenetidine aminoacetophenon Anthranilic acid

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  • Neighboring aMino acetophenone
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  • 2'-Aminoacetophenone
  • 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