2,6-ジクロロフェニル酢酸

2,6-Dichlorophenylacetic acid

HCID 81058CAS 6575-24-2

基本情報

標準SMILES
O=C(O)Cc1c(Cl)cccc1Cl
InChIKey
SFAILOOQFZNOAU-UHFFFAOYSA-N
分子式
C8H6Cl2O2
平均分子量
205.03 g/mol
単同位体質量
203.97448479

名称と識別子

優先名称
2,6-Dichlorophenylacetic acid
IUPAC
2-(2,6-dichlorophenyl)acetic acid
現地名
2,6-ジクロロフェニル酢酸
英語名
2,6-Dichlorophenylacetic acid
分子式
C8H6Cl2O2
分子量
205.04

名称と別名

2,6-Dichlorophenylacetic acid6575-24-22-(2,6-dichlorophenyl)acetic acidBenzeneacetic acid, 2,6-dichloro-2,6-dichlorobenzeneacetic acidEINECS 229-504-0K8G025CX8WDTXSID1041633DICHLOROBENZENEACETIC ACID, 2,6-ACETIC ACID, (2,6-DICHLOROPHENYL)-RefChem:445474DTXCID9021633
名称をさらに表示
2,6-ジクロロフェニル酢酸(2,6-ジクロロフェニル)酢酸2,6-ジクロロベンゼン酢酸Guanfacine ImpurityTIMTEC-BB SBB003503RARECHEM AL BO 01152,6-DichlorophenylaGuanfacine Impurity 12,6-Dichlorphenylessigsure6-Dichlorophenylacetic acid2,6-DICHLORO BENZENEACETIC ACID
229-504-0(2,6-dichlorophenyl)acetic acid2,6-DichlorophenylaceticacidMFCD00004320UNII-K8G025CX8W2,6-DICHLOROPHENYL ACETIC ACIDCHEMBL240293(2,6-dichloro-phenyl)-acetic acid

データベース識別子

CAS
6575-24-2
PubChem CID
81058
DTXSID
DTXSID1041633
ChEMBL
CHEMBL240293
UNII
K8G025CX8W
EC Number
229-504-0
Nikkaji
J81.241B

物性

構造計算による物性

XLogP
2.6
極性表面積
37.3 Ų
水素結合供与体数
1
水素結合受容体数
2
回転可能結合数
2
重原子数
12

物理化学的性質

融点
158 · 158-161 °C (lit.)
沸点
294.45 °C · 294.45°C (rough estimate)
比重(密度)
1.3806 · 1.3806 (rough estimate)
屈折率
1.549 · 1.5490 (estimate)
貯蔵温度
Sealed in dry,Room Temperature
溶解性
DMSO(微量)、メタノール(微量)

化学的性質

化学的特性white crystalline powder

安全と法規制

GHS分類

GHS Classification · 4 件

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.

危険有害性情報

Regulatory Information · 2 件

Chemical: Benzeneacetic acid, 2,6-dichloro-

Status: Active Update: 06-09-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/17864

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

安全データ

wgk
3
hs_code
29163900
risk_code
36/37/38
hazard_code
Xi
hazard_note
Irritant
safety_code
37/39-26-26/37/39-36

化学と産業

応用分野 · 2 件

用途有機合成原料。

使用2,6-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.

調製方法 · 2 件

製造方法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.

純化方法Crystallise the acid from aqueous EtOH. [Beilstein 9 III 2272.]

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関連反応

32 件

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