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ChemicalBook--->CAS DataBase List--->6575-24-2

6575-24-2

6575-24-2 Structure

6575-24-2 Structure
IdentificationMore
[Name]

2,6-Dichlorophenylacetic acid
[CAS]

6575-24-2
[Synonyms]

2-(2,6-DICHLOROPHENYL)ACETIC ACID
2,6-DICHLORO BENZENEACETIC ACID
2,6-DICHLOROPHENYLACETIC ACID
RARECHEM AL BO 0115
TIMTEC-BB SBB003503
Benzeneacetic acid, 2,6-dichloro-
2,6-Dichlorophenyl acetic acid 98%
2,6-Dichlorophenylacetic acid, 98+%
Acetic acid, (2,6-dichlorophenyl)-
[EINECS(EC#)]

229-504-0
[Molecular Formula]

C8H6Cl2O2
[MDL Number]

MFCD00004320
[Molecular Weight]

205.04
[MOL File]

6575-24-2.mol
Chemical PropertiesBack Directory
[Appearance]

white crystalline powder
[Melting point ]

158-161 °C (lit.)
[Boiling point ]

294.45°C (rough estimate)
[density ]

1.3806 (rough estimate)
[refractive index ]

1.5490 (estimate)
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

3.80±0.10(Predicted)
[color ]

White to Off-White
[BRN ]

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 DataBase Reference]

6575-24-2(CAS DataBase Reference)
[NIST Chemistry Reference]

2,6-Dichlorophenylacetic acid(6575-24-2)
[EPA Substance Registry System]

Benzeneacetic acid, 2,6-dichloro- (6575-24-2)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[Hazard Note ]

Irritant
[HS Code ]

29163900
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2,6-Dichlorophenylacetic acid(6575-24-2).msds
Hazard InformationBack Directory
[Chemical Properties]

white crystalline powder
[Uses]

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.
[Preparation]

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.
preparation of the 2, 6-dichlorophenylacetic acid
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.
[Purification Methods]

Crystallise the acid from aqueous EtOH. [Beilstein 9 III 2272.]
Spectrum DetailBack Directory
[Spectrum Detail]

2,6-Dichlorophenylacetic acid(6575-24-2)FT-IR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

2,6-Dichlorophenylacetic acid, 98%(6575-24-2)
[Sigma Aldrich]

6575-24-2(sigmaaldrich)
[TCI AMERICA]

2,6-Dichlorophenylacetic Acid,>96.0%(T)(6575-24-2)
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