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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;FEMA 3906;1-Acetyl-2-aminobenzene;1-(2-aminophenyl)-ethanone;ETHANONE, 1-(2-AMINOPHENYL)-;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:2026-04-27 19:03:18
Product description Number Pack Size Price
2′-Aminoacetophenone ≥98% W390607 1 each $55.9
2′-Aminoacetophenone ≥98% W390607 100g $80.7
2′-Aminoacetophenone ≥98% W390607 1kg $644
2′-Aminoacetophenone 98% A37804 5g $54.2
2′-Aminoacetophenone ≥98% W390607 1 unit $54.6
More product size

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
FLAVIS Number 11.008 | 2-Aminoacetophenone
refractive index n20/D 1.614(lit.)
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, Heavy-sweet, somewhat animal-floral odor of considerable tenacity, faintly reminiscent of tobacco leaf odor.
Odor Type grape
biological source synthetic
JECFA Number 2043
Merck 14,413
BRN 386122
Major Application flavors and fragrances
InChI 1S/C8H9NO/c1-6(10)7-4-2-3-5-8(7)9/h2-5H,9H2,1H3
InChIKey GTDQGKWDWVUKTI-UHFFFAOYSA-N
SMILES CC(=O)c1ccccc1N
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)
UNSPSC Code 12352100
NACRES NA.22

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
target organs Respiratory system
PPE Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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  TSCA listed
HS Code  29223990
Storage Class 10 - Combustible liquids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazardous Substances Data 551-93-9(Hazardous Substances Data)
NFPA 704
0
2 0

2-Aminoacetophenone price More Price(51)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich W390607 2′-Aminoacetophenone ≥98% 551-93-9 1 each $55.9 2026-03-19 Buy
Sigma-Aldrich W390607 2′-Aminoacetophenone ≥98% 551-93-9 100g $80.7 2026-03-19 Buy
Sigma-Aldrich W390607 2′-Aminoacetophenone ≥98% 551-93-9 1kg $644 2026-03-19 Buy
Sigma-Aldrich A37804 2′-Aminoacetophenone 98% 551-93-9 5g $54.2 2026-03-19 Buy
Sigma-Aldrich W390607 2′-Aminoacetophenone ≥98% 551-93-9 1 unit $54.6 2025-07-31 Buy
Product number Packaging Price Buy
W390607 1 each $55.9 Buy
W390607 100g $80.7 Buy
W390607 1kg $644 Buy
A37804 5g $54.2 Buy
W390607 1 unit $54.6 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.

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.

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.

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 2026-04-27 2-Aminoacetophenone
551-93-9
0.99 RongNa Biotechnology Co.,Ltd
2'-Aminoacetophenone pictures 2026-04-27 2'-Aminoacetophenone
551-93-9
US $29.00 / mg 99.88% 10g TargetMol Chemicals Inc.
2'-Aminoacetophenone pictures 2026-04-27 2'-Aminoacetophenone
551-93-9
US $29.00 / mg 99.88% 10g TargetMol Chemicals Inc.
1-(2-aminophenyl)-ethanon 1-Acetyl-2-aminobenzene 2’-amino-acetophenon 2-Acetylaniline Acetophenone, 2'-amino- o-acetylaniline o-Aminoacetylbenzene 2-AMINO-1-PHENYLETHANONE 2-AMINOACETOPHENONE AMINOACETOPHENONE(2-) O-AMINOPHENYL METHYL KETONE ETHANONE, 1-(2-AMINOPHENYL)- 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 Compound Fr14273 2’-Aminoacetophenone (2-AAP) o-aminophenone 2'-Aminoacetophenone 2-Aminoacetophenone 98% For Synthesis 2''-Aminoacetophenone 2''-Aminoacetophenone, 10 mM in DMSO 2′-Aminoacetophenone, CAS 551-93-9 1-(2-AMINOPHENYL)ETHAN-1-ONE 1-(2-aminophenyl)-ethanone O-AMINOACETOPHENONE FEMA 3906 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