Grundinformationen
- Standard-SMILES
O=C(O)Cc1c(Cl)cccc1Cl- InChIKey
SFAILOOQFZNOAU-UHFFFAOYSA-N- Summenformel
- C8H6Cl2O2
- Durchschnittliche Molmasse
- 205,03 g/mol
- Monoisotopische Masse
- 203,97448479
Namen und Bezeichner
- Bevorzugter Name
- 2,6-Dichlorophenylacetic acid
- IUPAC
- 2-(2,6-dichlorophenyl)acetic acid
- Lokaler Name
- 2,6-Dichlorphenylessigsure
- Englischer Name
- 2,6-Dichlorophenylacetic acid
- Summenformel
- C8H6Cl2O2
- Molmasse
- 205.04
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
6575-24-2- PubChem CID
- 81058
- DTXSID
DTXSID1041633- ChEMBL
CHEMBL240293- UNII
- K8G025CX8W
- EC Number
- 229-504-0
- Nikkaji
- J81.241B
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,6
- Polarare Oberfläche (TPSA)
- 37,3 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 12
- Formalladung
- 0
- Komplexität
- 162
Physikochemische Eigenschaften
- Schmelzpunkt
- 158 · 158-161 °C (lit.)
- Siedepunkt
- 294.45 °C · 294.45°C (rough estimate)
- Dichte
- 1.3806 · 1.3806 (rough estimate)
- Brechungsindex
- 1.549 · 1.5490 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- Löslichkeit
- DMSO (Slightly), Methanol (Slightly)
- Aggregatzustand
- Solid
- pka
- 3.8 · 3.80±0.10(Predicted)
- Farbe
- White to Off-White
- 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
- CAS Datenbank
- 6575 · 6575-24-2(CAS DataBase Reference)
- NIST chemische Informationen
- 2 · 2,6-Dichlorophenylacetic acid(6575-24-2)
- EPA chemische Informationen
- 2 · Benzeneacetic acid, 2,6-dichloro- (6575-24-2)
Sicherheit und Regulatorisches
GHS-Klassifizierung
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.
Gefahrenhinweise
Regulatory Information
Chemical: Benzeneacetic acid, 2,6-dichloro-
Status: Active Update: 06-09-2016 https://echa.europa.eu/registration-dossier/-/registered-dossier/17864
Sicherheitsdaten
- 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
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2
Chemie und Industrie
Anwendungen
Verwenden2,6-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.
Darstellung
synthetischeThe 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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