2,6-Dichlorophenylacetic acid

Base Information

• Chemical Name: 2,6-Dichlorophenylacetic acid
• CAS No.: 6575-24-2
• Molecular Formula: C8H6Cl2O2
• Molecular Weight: 205.04
• Hs Code.: 29163900
• European Community (EC) Number: 229-504-0
• UNII: K8G025CX8W
• DSSTox Substance ID: DTXSID1041633
• Nikkaji Number: J81.241B
• Wikidata: Q27282086
• ChEMBL ID: CHEMBL240293
• Mol file: 6575-24-2.mol

Synonyms:2,6-Dichlorophenylacetic acid;6575-24-2;2-(2,6-dichlorophenyl)acetic acid;Benzeneacetic acid, 2,6-dichloro-;(2,6-dichlorophenyl)acetic acid;2,6-Dichlorophenylaceticacid;2,6-Dichloro benzeneacetic acid;2,6-DICHLOROPHENYL ACETIC ACID;EINECS 229-504-0;MFCD00004320;UNII-K8G025CX8W;2,6-dichlorobenzeneacetic acid;CHEMBL240293;K8G025CX8W;2,6-Dichlorophenylacetic--d2 Acid;2CL;SCHEMBL109215;DTXSID1041633;BDBM16429;(2,6-dichloro-phenyl)-acetic acid;2,6-DICHLOROPHENYLACIETICACID;STK428921;2,6-Dichlorophenylacetic acid, 97%;AKOS000119460;AC-2737;AM62271;CS-W015390;PB43231;AS-10862;DICHLOROBENZENEACETIC ACID, 2,6-;SY002771;A8902;ACETIC ACID, (2,6-DICHLOROPHENYL)-;D1897;FT-0610624;EN300-20520;W-104786;Q27282086;Z104478552;3-BENZYL-4-OXO-3,4-DIHYDRO-PHTHALAZINE-1-CARBOXYLICACID

Chemical Property of 2,6-Dichlorophenylacetic acid

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 9.54E-05mmHg at 25°C
• Melting Point: 159-162 °C
• Refractive Index: 1.5490 (estimate)
• Boiling Point: 325.2 °C at 760 mmHg
• PKA: 3.80±0.10(Predicted)
• Flash Point: 150.5 °C
• PSA: 37.30000
• Density: 1.456 g/cm³
• LogP: 2.62050
• Storage Temp.: Store below +30°C.
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 203.9744848
• Heavy Atom Count: 12
• Complexity: 162

Purity/Quality:

99% ^*data from raw suppliers

2,6-Dichlorophenylacetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-26/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Cl)CC(=O)O)Cl
• 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.

Technology Process of 2,6-Dichlorophenylacetic acid

There total 13 articles about 2,6-Dichlorophenylacetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.6%

2,2,6,6-tetrachlorocyclohexanone (3776-30-5) + diethyl malonate (105-53-3) → 2-(2,6-dichlorophenyl)acetic acid (6575-24-2)

Guidance literature:

2,2,6,6-tetrachlorocyclohexanone; diethyl malonate; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,2-dichloro-ethane; at 60 - 65 ℃; for 3h;

With sodium hydroxide; In 1,2-dichloro-ethane; at 20 - 65 ℃; for 3h; Solvent; Temperature; Reagent/catalyst;

Reference yield: 95.0%

ethyl 2-(2,6-dichlorophenyl)acetate (90793-64-9) → 2-(2,6-dichlorophenyl)acetic acid (6575-24-2)

Guidance literature:

With water; sodium hydroxide; In 1,4-dioxane; at 60 ℃; for 2h; pH=10 - 14;

Reference yield: 93.0%

carbon monoxide (201230-82-2) + 1,3-Dichloro-2-chloromethyl-benzene (2014-83-7) → 2-(2,6-dichlorophenyl)acetic acid (6575-24-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; tetraethylammonium chloride; sodium hydroxide; In 5,5-dimethyl-1,3-cyclohexadiene; at 80 ℃; for 20h; under 11251.1 Torr; regioselective reaction; Autoclave;

DOI:10.1177/1747519819876202

upstream raw materials:

2,6-dichlorophenylacetonitrile

carbon dioxide

2,6-dichlorotoluene

1,3-Dichloro-2-chloromethyl-benzene

Downstream raw materials:

methyl 2-(2,6-dichlorophenyl)acetate

2-(2,6-Dichloro-phenyl)-N-[6-(2,6-dichloro-phenyl)-2-methyl-pyrido[2,3-d]pyrimidin-7-yl]-acetamide

2-(2,6-dichloro-phenyl)-N-[2-(3,4-dimethoxy-phenyl)-ethyl]-acetamide

guanfacine

Refernces

• 1、 -. "Simple and convenient preparation method of 2,6-dichlorophenylacetic acid". Paragraph 0048-0059. . Retrieved 2019/06/08.
• 2、 -. "A phenylacetic acid compound preparation method (by machine translation)". . . Retrieved 2018/03/01.