- 2-Aminoacetophenone
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- $0.00 / 1kg
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2025-08-08
- CAS:551-93-9
- Min. Order: 1kg
- Purity: 99%
- Supply Ability: 1000
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| | 2-Aminoacetophenone Basic information |
| | 2-Aminoacetophenone Chemical Properties |
| 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 | | Fp | >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 | | 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) |
| | 2-Aminoacetophenone Usage And Synthesis |
| 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is an aromatic ketone that is acetophenone in which one of the ortho hydrogens of the phenyl group has been replaced by an amino group.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 |
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