Chlorfenac

Base Information

• Chemical Name: Chlorfenac
• CAS No.: 85-34-7
• Molecular Formula: C8H5 Cl3 O2
• Molecular Weight: 239.485
• Hs Code.: 29163990
• European Community (EC) Number: 201-599-3
• NSC Number: 41931
• UNII: 8SOV3EP1QG
• DSSTox Substance ID: DTXSID2040284
• Nikkaji Number: J4.916F
• Wikidata: Q27155828
• ChEMBL ID: CHEMBL1895774
• Mol file: 85-34-7.mol

Synonyms:2,3,6-trichlorophenylacetic acid;chlorfenac;chlorfenac, sodium salt

Chemical Property of Chlorfenac

Chemical Property:

• Vapor Pressure: 1.32E-05mmHg at 25°C
• Melting Point: 161 °C
• Refractive Index: 1.4521 (estimate)
• Boiling Point: 353.5 °C at 760 mmHg
• PKA: 3.63±0.10(Predicted)
• Flash Point: 167.6 °C
• PSA: 37.30000
• Density: 1.568
• LogP: 3.27390
• Storage Temp.: 0-6°C
• Water Solubility.: 0.2g/L(28 oC)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 237.935512
• Heavy Atom Count: 13
• Complexity: 198

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

Chlorfenac ^*data from reagent suppliers

Safty Information:

• Pictogram(s): NXn
• Hazard Codes: N-Xn,N,Xn
• Statements: 51/53-22
• Safety Statements: 61-36-45-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Herbicides, Chlorophenoxy
• Canonical SMILES: C1=CC(=C(C(=C1Cl)CC(=O)O)Cl)Cl
• Uses: Chlorfenac is a herbicide used in agriculture for weed control mainly in sugar canes as well as other crops. Herbicide.

Technology Process of Chlorfenac

There total 4 articles about Chlorfenac 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:

1,2,4-trichloro-3-methylbenzene (2077-46-5) → chlorfenac (85-34-7)

Guidance literature:

Multi-step reaction with 3 steps

1: N-bromosuccinimide / benzoyl peroxide / CCl₄

2: dimethylsulfoxide / 5 h / 40 - 50 °C

3: 25 percent NaOH / ethanol / Heating

With sodium hydroxide; N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; ethanol; dimethyl sulfoxide;

DOI:10.1016/0031-9422(88)80592-2

Reference yield:

(2,3,6-trichlorophenyl)acetonitrile (3215-65-4) → chlorfenac (85-34-7)

Guidance literature:

With sodium hydroxide;

Reference yield:

2,3,6-trichlorobenzyl bromide (4960-48-9) → chlorfenac (85-34-7)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylsulfoxide / 5 h / 40 - 50 °C

2: 25 percent NaOH / ethanol / Heating

With sodium hydroxide; In ethanol; dimethyl sulfoxide;

DOI:10.1016/0031-9422(88)80592-2

upstream raw materials:

(2,3,6-trichlorophenyl)acetonitrile

1,2,4-trichloro-3-methylbenzene

2,3,6-trichlorobenzyl bromide

Downstream raw materials:

Tributylzinn-2,3,6-trichlorphenylacetat

3-(2,3,6-trichlorophenyl)-4-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione

Refernces

• 1、 Taylor, David C.,Wightman, Frank,Kazakoff, Clem W.. "METABOLISM OF CHLOROPHENYLALANINES IN CROP AND WEED PLANTS IN RELATION TO THE FORMATION OF POTENTIAL HERBICIDAL END PRODUCTS". . p. 51 - 72. Retrieved 2007/10/02.
• 2、 -. "Controlled release of bioactive materials using alginate gel beads". . . Retrieved 2008/06/13.