Cyhalofop

Base Information

• Chemical Name: Cyhalofop
• CAS No.: 122008-78-0
• Molecular Formula: C16H12 F N O4
• Molecular Weight: 357.382
• European Community (EC) Number: 808-439-7
• UNII: 58150F267D
• DSSTox Substance ID: DTXSID701022032
• Nikkaji Number: J787.471E
• Wikidata: Q27261536
• Mol file: 122008-78-0.mol

Synonyms:Cyhalofop;122008-78-0;Cyhalofop acid;Cyhalofop [ISO];(2R)-2-[4-(4-cyano-2-fluorophenoxy)phenoxy]propanoic acid;Propanoic acid, 2-[4-(4-cyano-2-fluorophenoxy)phenoxy]-, (2R)-;58150F267D;(R)-2-(4-(4-Cyano-2-fluorophenoxy)phenoxy)propanoic acid;(R)-(+)-2-(4-(2-Fluoro-4-cyanophenoxy)phenoxy)propanoic acid;SCHEMBL118030;DTXSID701022032;UNII-58150F267D;AMY12527;MFCD28015762;AKOS027282637;CS-3314;AS-35191;HY-17528;Cyhalofop, PESTANAL(R), analytical standard;Q27261536;Propanoic acid, 2-(4-(4-cyano-2-fluorophenoxy)phenoxy)-, (R)-;2-(4-(4-CYANO-2-FLUOROPHENOXY)PHENOXY)-,(2R)- PROPANOIC ACID;2-(4-(4-CYANO-2-FLUOROPHENOXY)PHENOXY)-,(R)-PROPANOIC ACID;Propanoic acid, 2-[4-(4-cyano-2-fluorophenoxy)phenoxy]-, (R)-;(2R)-2-[4-(4-Cyano-2-fluorophenoxy)phenoxy]propanoic acid;(R)-(+)-2-[4-(2-Fluoro-4-cyanophenoxy)phenoxy]propanoic acid;RCF

Chemical Property of Cyhalofop

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 50 °C
• Boiling Point: 446°Cat760mmHg
• PKA: 3.19±0.10(Predicted)
• Flash Point: 223.6°C
• PSA: 68.55000
• Density: 1.36g/cm³
• LogP: 4.60028
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 301.07503603
• Heavy Atom Count: 22
• Complexity: 427

Purity/Quality:

99% ^*data from raw suppliers

Cyhalofop 98+% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,N
• Statements: 22-50
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)O)OC1=CC=C(C=C1)OC2=C(C=C(C=C2)C#N)F
• Isomeric SMILES: C[C@H](C(=O)O)OC1=CC=C(C=C1)OC2=C(C=C(C=C2)C#N)F

Technology Process of Cyhalofop

There total 13 articles about Cyhalofop 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: 98.9%

3,4-Difluorobenzonitrile (64248-62-0) + R-(+)-2-(4-hydroxyphenoxy)propionic acid butyl ester (87129-32-6) → cyhalofop-butyl (122008-78-0,122008-82-6)

Guidance literature:

With 18-crown-6 ether; N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; In N,N-dimethyl-formamide; at 85 - 90 ℃; for 3h; Reagent/catalyst; Solvent;

Reference yield: 98.7%

methyl (R)-2-[4-(4-cyano-2-fluorophenoxy)phenoxy]propanoate (122088-57-7) + butan-1-ol (71-36-3) → cyhalofop-butyl (122008-78-0,122008-82-6)

Guidance literature:

With potassium hydrogensulfate; for 0.5h; Reagent/catalyst; Reflux;

Reference yield: 97.0%

1-bromo-butane (109-65-9) + dipotassium R-(+)-2-(4-hydroxyphenoxy)propionate + 3,4-Difluorobenzonitrile (64248-62-0) → cyhalofop-butyl (122008-78-0,122008-82-6)

Guidance literature:

dipotassium R-(+)-2-(4-hydroxyphenoxy)propionate; 3,4-Difluorobenzonitrile; tetramethlyammonium chloride; In acetonitrile; at 120 ℃; for 7h; under 2311.54 Torr;

1-bromo-butane; In acetonitrile; at 85 ℃; for 6h; under 1173.78 Torr; Product distribution / selectivity;

upstream raw materials:

1-bromo-butane

3,4-Difluorobenzonitrile

(R)-2-(4-hydroxyphenoxy)propionic acid

butan-1-ol

Downstream raw materials:

butan-1-ol

Refernces

• 1、 -. "Preparation method of herbicide cyhalofop-butyl". Paragraph 0019-0053; 0055-0058. . Retrieved 2020/07/24.
• 2、 -. "Synthesis method of cyhalofopbutyl raw pesticide". Paragraph 0027; 0029; 0030; 0032; 0033; 0035; 0036-0039. . Retrieved 2019/05/08.