1-(2-아미노페닐)에타논

1-(2-아미노페닐)에타논 · 1-(2-AMINOPHENYL)ETHAN-1-ONE · 2-Acetylaniline · O-AMINOACETOPHENONE · FEMA 3906 · 2-AMINO-1-PHENYLETHANONE · 1-Acetyl-2-aminobenzene · 1-(2-aminophenyl)-ethanone

https://huagongshe.com/ko/chemical/11086

식별자 및 물리적 특성

CAS No.	27941-88-4
분자식	C8H9NO
평균 분자량	135.16 g/mol
단동위원소 질량	135.06841391 g/mol
SMILES	CC(=O)c1ccccc1N
InChIKey	GTDQGKWDWVUKTI-UHFFFAOYSA-N
PubChem CID	11086
ChEMBL	CHEMBL2251601
ChEBI	CHEBI:91110
EC No.	209-002-8
DTXSID	DTXSID4052213
현지명	1-(2-아미노페닐)에타논

화학 및 물리적 성질

XLogP	1.6
극성 표면적	43.1
수소 결합 공여자 수	1
수소 결합 수용자 수	2
회전 가능 결합 수	1
무거운 원자 수	10
형식 전하	0
복잡도	133
물질 분류	Nitrogen Compounds -> Other Aromatics (Nitrogen)
SpringerMaterials Properties	15N nuclear magnetic resonance spectrum
LogP(분배 계수)	1.63
식품 첨가물	FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
밀도	1.115-1.1211.112 g/mL at 25 °C(lit.)
향미제	EU Flavoring substances
Color/Form	YELLOW OILY LIQUIDYELLOW CRYSTALS
용해도	PRACTICALLY INSOL IN WATERSOL IN ALCSOL IN ETHERSoluble in fats, acetoneVery slightly soluble in waterSoluble (in ethanol)디클로로메탄(적게), DMSO, 메탄올(약간)에 용해됨
끓는 점	BP 250-252 °C @ 760 MM HG (SOME DECOMP)85.00 to 90.00 °C. @ 0.50 mm Hg85-90 °C (0.5 mm Hg)85-90 °C0.5 mm Hg(lit.)
녹는점	20 °C
증기압	0.00989 [mmHg]
굴절률	INDEX OF REFRACTION: 1.6160 @ 20 °C/DMAX ABSORPTION (ALC): 226 NM (LOG E= 4.32), 254 NM (LOG E= 3.75), 359 NM (LOG E= 3.64)1.612-1.619n20/D 1.614(lit.)
FEMA	3906 \| 2-AMINOACETOPHENONE
인화점	>230 °F
저장 조건	2-8°C
pKa(산도 계수)	2.31±0.10(Predicted)
물리적 상태	액체
색상	노란색에서 황갈색
냄새	포도 달콤한
생물학적 소스	synthetic
향취 유형	포도
JECFA Number	2043
Merck	14,413
BRN	386122
주요 응용	향료 및 향
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(분배 계수)	1.63
NIST	Ethanone, 1-(2-aminophenyl)-(551-93-9)
EPA	Ethanone, 1-(2-aminophenyl)- (551-93-9)

화학적 성질

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.

안전 및 규제

GHS 분류	This chemical does not meet GHS hazard criteria for 56.9% (78 of 137) of all reports.WarningH302 (13.9%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 137 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
규제 정보	Chemical: Ethanone, 1-(2-aminophenyl)-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Status: Active Update: 15-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/20816Ethanone, 1-(2-aminophenyl)-: Does not have an individual approval but may be used under an appropriate group standard
유해성 요약	An irritantMay induce methemoglobinemia[MSDSonline]
Hazard Classes and Categories	Acute Tox. 4 (13.9%)
처리 방법	The following wastewater treatment technologies have been investigated for acetophenone: concentration process: activated carbon. /Acetophenone/The following wastewater treatment technologies have been investigated for acetophenone: concentration process: resin adsorption. /Acetophenone/
유해 작용	Methemoglobinemia - The presence of increased methemoglobin in the bloodthe compound is classified as secondary toxic effect
Non-Human Toxicity Excerpts	Methyl anthranilate is an effective bird repellent at concentrations of 1.0% (g/g). Ortho-aminoacetophenone has an odor similar to that of methyl anthranilate and is chemically (structurally) similar. Coincidentally, ortho-aminoacetophenone is present in the scent gland secretions of mustelid species that prey on birds. For these reasons, ... the bird repellency of this material and 3 isomers to European starlings (Sturnus vulgaris) /were tested/. Ortho-aminoacetophenone was repellent at concentrations 0.01% in both choice and no-choice feeding tests. The other structural isomers (meta-,para-, alpha-) were less effective. Chemically, the results suggest that hydrogen-bonded ring structure formation and basicity predict bird repellent activity.

용도

출처

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

용도

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.

일반 설명

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.

제조 및 합성 방법

제조 방법

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.