ChemicalBook > CAS DataBase List > 2,6-Dichlorophenylacetic acid

2,6-Dichlorophenylacetic acid

CAS No.6575-24-2
Chemical Name:2,6-Dichlorophenylacetic acid
CBNumber:CB2481995
Molecular Formula:C8H6Cl2O2
Formula Weight:205.04
MOL File:6575-24-2.mol

2,6-Dichlorophenylacetic acid Property

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)
FDA UNII K8G025CX8W
NIST Chemistry Reference 2,6-Dichlorophenylacetic acid(6575-24-2)
EPA Substance Registry System Benzeneacetic acid, 2,6-dichloro- (6575-24-2)
UNSPSC Code 12352100
NACRES NA.22

Safety

Hazard Codes :Xi
Risk Statements :36/37/38
Safety Statements :37/39-26-26/37/39-36
WGK Germany :3
Hazard Note :Irritant
HS Code :29163900

NFPA 704:

	1
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H315-H319
Precautionary statements P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313

2,6-Dichlorophenylacetic acid Price More Price(4)

Brand: ALFA India
Product number: ALF-B21354-22
Product name : 2,6-Dichlorophenylacetic acid, 98%
Purity:
Packaging: 100g
Price: ₹13631
Updated: 2022/05/26
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Brand: ALFA India
Product number: ALF-B21354-14
Product name : 2,6-Dichlorophenylacetic acid, 98%
Purity:
Packaging: 25g
Price: ₹8439
Updated: 2022/05/26
Buy: Buy

Brand: ALFA India
Product number: ALF-B21354-06
Product name : 2,6-Dichlorophenylacetic acid, 98%
Purity:
Packaging: 5g
Price: ₹1473
Updated: 2022/05/26
Buy: Buy

Brand: TCI Chemicals (India)
Product number: D1897
Product name : 2,6-Dichlorophenylacetic Acid
Purity:
Packaging: 25G
Price: ₹7000
Updated: 2022/05/26
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2,6-Dichlorophenylacetic acid Chemical Properties,Usage,Production

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.

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.]