1-(2-아미노페닐)에타논

2'-Aminoacetophenone

HCID 11086CAS 27941-88-4
부분 구조 검색유사 구조 찾기

기본 정보

표준 SMILES
CC(=O)c1ccccc1N
InChIKey
GTDQGKWDWVUKTI-UHFFFAOYSA-N
분자식
C8H9NO
평균 분자량
135.16 g/mol
단동위원소 질량
135.06841391

개요

O-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is an aromatic ketone that is acetophenone in which one of the ortho hydrogens of the phenyl group has been replaced by an amino group. It has a role as a bacterial metabolite. It is a member of acetophenones and a substituted aniline.

이름 및 식별자

우선 이름
2'-Aminoacetophenone
IUPAC
1-(2-aminophenyl)ethanone
현지명
1-(2-아미노페닐)에타논
영어명
2-Aminoacetophenone
분자식
C8H9NO
분자량
135.16

이름 및 동의어

2'-Aminoacetophenone551-93-91-(2-Aminophenyl)ethanone2-AcetylanilineO-AMINOACETOPHENONEo-Acetylaniline1-(2-Aminophenyl)Ethan-1-Oneo-Aminoacetylbenzene1-Acetyl-2-aminobenzeneAcetophenone, 2'-amino-Ethanone, 1-(2-aminophenyl)-ortho-aminoacetophenone
이름 더 보기
1-(2-아미노페닐)에타논FEMA 39062-AMINO-1-PHENYLETHANONE1-(2-aminophenyl)-ethanone2’-amino-acetophenon1-(2-aminophenyl)-ethanon
2-acetylphenylamineDTXSID4052213NSC-882069Y77091BCDTXCID6030784FEMA NO. 3906CHEBI:91110RefChem:855192

데이터베이스 식별자

CAS
27941-88-4、551-93-9
PubChem CID
11086
DTXSID
DTXSID4052213
ChEMBL
CHEMBL2251601
ChEBI
CHEBI:91110
UNII
69Y77091BC
EC Number
209-002-8
Nikkaji
J2.651D

물성

구조 계산 물성

XLogP
1.6
극성 표면적
43.1 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
2
회전 가능 결합 수
1
무거운 원자 수
10

실험 및 물리화학적 성질

Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)
SpringerMaterials Properties15N nuclear magnetic resonance spectrum
LogP1.63
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density1.115-1.121
Flavoring AgentsEU Flavoring substances

물리화학적 성질

녹는점
20 °C · 20 °C
끓는 점
85 · 85-90 °C0.5 mm Hg(lit.)
밀도
1.112 g/mL · 1.112 g/mL at 25 °C(lit.)
굴절률
20 · n20/D 1.614(lit.)
FEMA
3906 · 3906 | 2-AMINOACETOPHENONE
인화점
230 °F · >230 °F
화학적 성질 · 1건

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

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 56.9% (78 of 137) of all reports.

Warning

H302 (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.

유해성 정보

Regulatory Information · 4건

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/20816

Ethanone, 1-(2-aminophenyl)-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryAn irritant; May induce methemoglobinemia; [MSDSonline]
Hazard Classes and CategoriesAcute Tox. 4 (13.9%)

안전 및 보호

Disposal Methods · 2건

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/

독성 정보

Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect
Non-Human Toxicity Excerpts · 1건

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.

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
AM5775000
HS 번호
29223990
risk_code
36/37/38
hazard_code
Xi

화학 및 산업

약리 정보

Metabolism/Metabolites · 3건

YIELDS 2-CARBOXAMIDO-4-METHYLQUINAZOLINE, 2-HYDROXYMETHYL-4-METHYLQUINAZOLINE, & 4-METHYLQUINAZOLINE IN PSEUDOMONAS. /FROM TABLE/

2-AMINO-3-HYDROXYACETOPHENONE WAS ISOLATED FROM URINE OF RATS GIVEN 15 MG 2-AMINOACETOPHENONE/KG/DAY FOR 4 DAYS & FROM THE SUPERNATANT OF CULTURES OF RAT LIVER MICROSOMES INCUBATED WITH 2-AMINOACETOPHENONE FOR 2 HR AT 37 °C.

IN CELL-FREE EXTRACTS OF BACILLUS SUBTILIS, 2'-AMINOACETOPHENONE WAS UTILIZED AS RAPIDLY AS AMINOACETONE.

Cellular LocationsCytoplasm

용도 및 제조

Methods of ManufacturingPREPN OF O- ISOMERS
Use Classification · 2건

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

General Manufacturing InformationEthanone, 1-(2-aminophenyl)-: ACTIVE
응용 분야 · 3건

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

용도2′-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 설명2′-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 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.

상·하류 제품 정보

하류 제품

공급사50 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
艾斯提克(山东)生物医药有限公司21-58999881 15623240527 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

추가 설명

정의ChEBI: 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.

관련 반응

65건
반응 기록 만들기

연결된 노트

불러오는 중…