기본 정보
- 표준 SMILES
O=C(O)Cc1c(Cl)cccc1Cl- InChIKey
SFAILOOQFZNOAU-UHFFFAOYSA-N- 분자식
- C8H6Cl2O2
- 평균 분자량
- 205.03 g/mol
- 단동위원소 질량
- 203.97448479
이름 및 식별자
- 우선 이름
- 2,6-Dichlorophenylacetic acid
- IUPAC
- 2-(2,6-dichlorophenyl)acetic acid
- 영어명
- 2,6-Dichlorophenylacetic acid
- 분자식
- C8H6Cl2O2
- 분자량
- 205.04
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
6575-24-2- PubChem CID
- 81058
- DTXSID
DTXSID1041633- ChEMBL
CHEMBL240293- UNII
- K8G025CX8W
- EC Number
- 229-504-0
- Nikkaji
- J81.241B
물성
구조 계산 물성
- XLogP
- 2.6
- 극성 표면적
- 37.3 Ų
- 수소 결합 공여자 수
- 1
- 수소 결합 수용자 수
- 2
- 회전 가능 결합 수
- 2
- 무거운 원자 수
- 12
- 형식 전하
- 0
- 복잡도
- 162
물리화학적 성질
- 녹는점
- 158 · 158-161 °C (lit.)
- 끓는 점
- 294.45 °C · 294.45°C (rough estimate)
- 밀도
- 1.3806 · 1.3806 (rough estimate)
- 굴절률
- 1.549 · 1.5490 (estimate)
- 저장 조건
- Sealed in dry,Room Temperature
- 용해도
- DMSO(약간 용해됨), 메탄올(약간 용해됨)
- 물리적 상태
- 고체
- 산도 계수 (pKa)
- 3.8 · 3.80±0.10(Predicted)
- 색상
- 흰색에서 황백색까지
- BRN
- 1952744 · 1952744
- InChI
- InChI=1S/C8H6Cl2O2/c9-6-2-1-3-7(10)5(6)4-8(11)12/h1-3H,4H2,(H,11,12)
- InChIKey
- SFAILOOQFZNOAU-UHFFFAOYSA-N
- SMILES
- C1(CC(O)=O)=C(Cl)C=CC=C1Cl
- NIST
- 2 · 2,6-Dichlorophenylacetic acid(6575-24-2)
- EPA
- 2 · Benzeneacetic acid, 2,6-dichloro- (6575-24-2)
화학적 성질
white crystalline powder
안전 및 규제
GHS 분류
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 58 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Regulatory Information
Chemical: Benzeneacetic acid, 2,6-dichloro-
Status: Active Update: 06-09-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/17864
안전 데이터
- wgk
- 3
- HS 번호
- 29163900
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 37/39-26-26/37/39-36
- 위험 참고 사항
- Irritant
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
응용 분야
용도2,6-Dichlorophenylacetic acid is an inhibitor of isopenicillin N synthase (IPNS) and acyl-CoA: 6-APA acyltransferase. 2,6-Dichlorophenylacetic acid is also part of a group of phenylacetate derivatives that have cytostatic activity against tumour cells.
제조 방법
The preparation of the 2, 6-dichlorophenylacetic acid:the method comprises the following steps: 2, 6-dichlorotoluene is used as a raw material, and is catalyzed by a complex catalyst formed by transition metal and a ligand (wherein, a transition metal catalyst precursor is preferably palladium chloride, an oxidant is preferably TBP (tert-butyl peroxy ether), and a ligand is preferably Xantphos (4, 5-bis (diphenylphosphino) -9, 9-dimethyl xanthene)) in the presence of an alcohol and a catalyst and an oxidant to obtain 2, 6-dichlorophenylacetic acid, and the ethyl 2, 6-dichlorophenylacetate is prepared by hydrolysis and acidification, wherein the total yield is 68.4%. See patent document US2013303798, the reaction procedure is described as synthetic route 1.In the above synthetic route 1, the preparation process of the intermediate ethyl 2, 6-dichlorophenylacetate requires the use of carbon monoxide for high-temperature and high-pressure reaction, and has poor operation safety, high equipment requirement, high cost, and is not favorable for cost reduction and green production of 2, 6-dichlorophenylacetic acid.
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