Dichlorvos

Base Information

• Chemical Name: Dichlorvos
• CAS No.: 62-73-7
• Deprecated CAS: 11095-17-3,11096-21-2,11111-31-2,11126-72-0,116788-91-1,12772-40-6,55819-32-4,62139-95-1,62655-59-8,8023-22-1,8072-21-7,8072-39-7,8076-16-2,95828-55-0,11111-44-7,11096-21-2,11111-31-2,11126-72-0,116788-91-1,12772-40-6,55819-32-4,62139-95-1,62655-59-8,8023-22-1,8072-21-7,8072-39-7,8076-16-2,95828-55-0
• Molecular Formula: C4H7Cl2O4P
• Molecular Weight: 220.977
• Hs Code.: 29199000
• European Community (EC) Number: 200-547-7
• ICSC Number: 0690
• NSC Number: 6738
• UN Number: 3018,2783
• UNII: 7U370BPS14
• DSSTox Substance ID: DTXSID5020449
• Nikkaji Number: J2.352C
• Wikipedia: Dichlorvos
• Wikidata: Q420622
• NCI Thesaurus Code: C76871
• Pharos Ligand ID: BRWC4G5T6JMS
• Metabolomics Workbench ID: 46306
• ChEMBL ID: CHEMBL167911
• Mol file: 62-73-7.mol

Synonyms:o- (2, 2-Dichlorvinyl)-O,O-dimethylphosphat;Equigel;DDVP;Task;Bibesol;Dichlorman;Dimethyl dichlorovinyl phosphate;(2, 2-Dichloro-vinil)dimetil-fosfato;Phosphoric acid 2,2-dichlorovinyl dimethyl ester;Dichlorfos;Dichlorovas;Divipan;Chlorvinphos;Nerkol;Atgard V;Estrosel;Nuvan;Dimethyl O, O-dichlorovinyl-2,2-phosphate;Phosphoric acid,esters,2,2-dichloroethenyl dimethyl ester;TAP 9VP;Tenac;Panaplate;Phosphoric acid, 2,2-dichlorovinyl dimethyl ester;DDVF;o-(2, 2-Dichlorvinyl)-O,O-dimethylphosphat;Vinyl alcohol, 2,2-dichloro-, dimethyl phosphate;Winylophos;(2, 2-Dichlor-vinyl)-dimethyl-phosphat;Lindanmafu;Novotox;Cekusan;Unifos;Brevinyl E-50;Atgard;2,2-Dichlorovinyl dimethyl phosphate;Herkol;Dimethyldichlorovinyl phosphate;Dimethyl 2,2-dichloroethenyl phosphate;Insectigas D;Atgard C;OKO;Herkal;(2,2-Dichloor-vinyl)-dimethyl-fosfaat (Dutch);Vinylofos;Nogos G;Brevinyl E 50;Dichlorvos(DDVP);

Chemical Property of Dichlorvos

Chemical Property:

• Appearance/Colour: an aromatic colorless to amber liquid
• Vapor Pressure: 1.45mmHg at 25°C
• Melting Point: -60 °C
• Refractive Index: 1.461
• Boiling Point: 176.8 °C at 760 mmHg
• Flash Point: 14.7 °C
• PSA: 54.57000
• Density: 1.435 g/cm³
• LogP: 2.68040
• Storage Temp.: 0-6°C
• Solubility.: Miscible with alcohol and most nonpolar solvents (Windholz et al., 1983)
• Water Solubility.: Slightly soluble. 1 g/100 mL
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 219.9459011
• Heavy Atom Count: 11
• Complexity: 181
• Transport DOT Label: Poison

Purity/Quality:

97% ^*data from raw suppliers

Dichlorvos ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, T+, N
• Hazard Codes: T;N,N,T,T+,Xn,F
• Statements: 24/25-26-43-50-28-24-36-20/21/22-11
• Safety Statements: 1/2-28-36/37-45-61-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Organophosphate Insecticides
• Canonical SMILES: COP(=O)(OC)OC=C(Cl)Cl
• Inhalation Risk: A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C , on spraying or dispersing much faster.
• Effects of Short Term Exposure: The substance is irritating to the skin. The substance may cause effects on the nervous system by a cholinesterase inhibiting effect. Exposure above the OEL could cause death. The effects may be delayed. Medical observation is indicated.
• Effects of Long Term Exposure: Repeated or prolonged contact with skin may cause dermatitis. Repeated or prolonged contact may cause skin sensitization. Cholinesterase inhibition. Cumulative effects are possible. See Acute Hazards/Symptoms. This substance is possibly carcinogenic to humans.
• Description: Dichlorvos is a famous organophosphate insecticide that widely used to control household pests, in public health, and protecting stored product from insects. The compound has been commercially available since 1961. It can be used for the treatment of mushroom flies, aphids, spiders, caterpillars, thrips and whiteflies in fruits and crops as well as many kinds of parasitic worm in dogs and livestock as well as human beings. Its primary target, like other kinds of organophosphate insecticide, is the acetylcholinesterase. Therefore, it blocks the normal function of the nervous systems of insects. However, its application has been under controversy due to its potential toxicity on human beings and animals. Exposure to it can cause multiple adverse reactions of respiratory, cardiovascular, eye, skin, and muscle, nervous and so on. It is also known that Dichlorvos is extremely toxic to fishes, being capable of impairing fish health through impairing normal metabolism and even leading to death. Cases of sensitization to dichlorvos have been seen in chrysanthem growers, horticulturists, technicians and in a chemist. Dichlorvos is an organophosphate insecticide and inhibitor of acetylcholinesterase (AChE) and butyrylcholinesterase (BChE; IC50s = 269 and 44 nM, respectively). It also binds to the M2 muscarinic receptor in rat heart homogenates. Dichlorvos is lethal to 4-week old German cockroach (B. germanica) nymphs (LD50 = 0.108 μg per insect) and silkworms (B. mori) in third instar (LC50 = 6.63 mg/L) after 24 hours. It is lethal to zebrafish (D. rerio) embryos (LC50 = 39.75 mg/L after 24 hours) and decreases swimming activity of larvae 6 days after fertilization when administered at a concentration of 25 mg/L in tank water. Dichlorvos (150 ppm for 80 weeks) also increases the incidence of benign and malignant neoplasms in male rats from 47 to 88% as compared to controls.
• Physical properties: Colorless to yellow liquid with a mild aromatic odor
• Uses: Cholinesterase inhibitor. Anthelmintic, insecticide. Organophosphorus insecticide and fumigant used against flies, mosquitoes and moths. Dichlorvos is used for the control of household and public health insect pests and the control of sucking and chewing pests in a wide range of crops. It is used as a veterinary anthelmintic, as an ectoparasiticide on fish and domestic pets and a vapour phase domestic insecticide as well for the control of phorid and sciarid flies in mushroom compost. anesthetic Insecticide.

Technology Process of Dichlorvos

There total 9 articles about Dichlorvos 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:

methanol (67-56-1) + trichloroethyl phosphorus → Dichlorvos (62-73-7)

Guidance literature:

With hydrogenchloride; water; In toluene; at 40 - 80 ℃; Solvent;

Reference yield:

chloral (75-87-6) → Dichlorvos (62-73-7)

Guidance literature:

With phosphorous acid trimethyl ester;

Reference yield:

trichlorfon (52-68-6,66758-31-4) → Dichlorvos (62-73-7)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/ja01614a019 DOI:10.1021/ja01614a061 DOI:10.1021/jf60050a002

upstream raw materials:

trichlorfon

diethyl ether

chloral

phosphorous acid trimethyl ester

Downstream raw materials:

1,2,2,2-Tetrachlorethyl-dimethyl-phosphat

trimethyl phosphite

Bromodichloroacetaldehyde

methylphosphate

Refernces

• 1、 -. "Cis-Alkoxyspiro-Substituted Tetramic Acid Derivatives". . . Retrieved 2008/06/13.
• 2、 -. "Aryl-substituted heterocyclic enaminones". . . Retrieved 2008/06/13.