CHLORFENVINPHOS

Base Information

• Chemical Name: CHLORFENVINPHOS
• CAS No.: 18708-86-6
• Molecular Formula: C12H14 Cl3 O4 P
• Molecular Weight: 359.574
• Hs Code.: 29199000
• European Community (EC) Number: 207-432-0
• ICSC Number: 1305
• UN Number: 3018
• UNII: WO4EMF0QD6
• Nikkaji Number: J657B
• Wikipedia: Chlorfenvinphos
• Wikidata: Q98966972
• Metabolomics Workbench ID: 55930
• ChEMBL ID: CHEMBL1411951
• Mol file: 18708-86-6.mol

Synonyms:Phosphoricacid, 2-chloro-1-(2,4-dichlorophenyl)ethenyl diethyl ester, (E)-; Phosphoricacid, 2-chloro-1-(2,4-dichlorophenyl)vinyl diethyl ester, (E)- (8CI);(E)-Chlorfenvinphos; trans-Chlorfenvinphos; a-CVP; a-Chlorfenvinphos

Chemical Property of CHLORFENVINPHOS

Chemical Property:

• Vapor Pressure: 3.9E-06mmHg at 25°C
• Melting Point: -23～-19℃
• Boiling Point: 396.5°Cat760mmHg
• Flash Point: 298.9°C
• PSA: 54.57000
• Density: 1.373g/cm³
• LogP: 5.72830
• Storage Temp.: APPROX 4°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 357.969529
• Heavy Atom Count: 20
• Complexity: 368
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Organophosphate Insecticides
• Canonical SMILES: CCOP(=O)(OCC)OC(=CCl)C1=C(C=C(C=C1)Cl)Cl
• Isomeric SMILES: CCOP(=O)(OCC)O/C(=C/Cl)/C1=C(C=C(C=C1)Cl)Cl
• Inhalation Risk: A harmful contamination of the air will not or will only very slowly be reached on evaporation of this substance at 20 °C; on spraying or dispersing, however, much faster.
• Effects of Short Term Exposure: The substance may cause effects on the nervous system. This may result in convulsions and respiratory failure. Cholinesterase inhibition. Exposure could cause unconsciousness and death. The effects may be delayed. Medical observation is indicated.
• Effects of Long Term Exposure: Cholinesterase inhibition. Cumulative effects are possible. See Acute Hazards/Symptoms.

Technology Process of CHLORFENVINPHOS

There total 10 articles about CHLORFENVINPHOS 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:

2,4-dichlorobenzoyl chloride (89-75-8) → Apachlor (470-90-6,18708-86-6,18708-87-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) Zn(Cu) couple, 2.) Pd(PPh₃)4 / 1.) DMF, benzene, room temp., 1 h, then 60 deg C, 4 h, 2.) DMF, benzene, room temp., 1 h

2: 80 percent / benzyltrimethylammonium tetrachloroiodate / acetic acid / 2.5 h / 70 °C

3: diethyl ether / 1.5 h / Ambient temperature

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; zinc copper; benzyltrimethylazanium tetrachloro-λ³-iodanuide; In diethyl ether; acetic acid;

DOI:10.1002/(SICI)1099-1344(199804)41:4<261::AID-JLCR77>3.0.CO;2-5

Reference yield:

1-(2,4-dichlorophenyl)ethan-1-one (2234-16-4) → Apachlor (470-90-6,18708-86-6,18708-87-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / benzyltrimethylammonium tetrachloroiodate / acetic acid / 2.5 h / 70 °C

2: diethyl ether / 1.5 h / Ambient temperature

With benzyltrimethylazanium tetrachloro-λ³-iodanuide; In diethyl ether; acetic acid;

DOI:10.1002/(SICI)1099-1344(199804)41:4<261::AID-JLCR77>3.0.CO;2-5

Reference yield:

2,2-dichloro-1-(2,4-dichlorophenyl)ethan-1-one (2274-66-0) + triethyl phosphite (122-52-1) → Apachlor (470-90-6,18708-86-6,18708-87-7) + 2-chloro-1-(2,4-dichlorophenyl)-ethenyl diethyl phosphate (18708-86-6)

Guidance literature:

In diethyl ether; for 1.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1002/(SICI)1099-1344(199804)41:4<261::AID-JLCR77>3.0.CO;2-5

upstream raw materials:

2,2-dichloro-1-(2,4-dichlorophenyl)ethan-1-one

[2-(2,6-Dichloro-phenyl)-2-oxo-ethyl]-phosphonic acid diethyl ester

triethyl phosphite

2,4-dichlorobenzoyl chloride

Refernces

• 1、 -. "Compositions against wood-destroying insects". . . Retrieved 2008/06/13.
• 2、 -. "Insecticidal composition for agricultural and horticultural use". . . Retrieved 2008/06/13.