Sulfotep

Base Information

• Chemical Name: Sulfotep
• CAS No.: 3689-24-5
• Deprecated CAS: 8054-28-2
• Molecular Formula: C8H20 O5 P2 S2
• Molecular Weight: 322.323
• Hs Code.: 29209090
• European Community (EC) Number: 222-995-2
• ICSC Number: 0985
• NSC Number: 66403
• UN Number: 1704
• UNII: V41BK2EE8X
• DSSTox Substance ID: DTXSID7024328
• Nikkaji Number: J86.052B
• Wikipedia: Sulfotep
• Wikidata: Q409772
• NCI Thesaurus Code: C163704
• Metabolomics Workbench ID: 56082
• ChEMBL ID: CHEMBL3182477
• Mol file: 3689-24-5.mol

Synonyms:asymmetric tetraethyl dithiopyrophosphate;ethyl thiopyrophosphate;sulfotep;sulfotepp;TETPP

Chemical Property of Sulfotep

Chemical Property:

• Vapor Pressure: 1.7 x 10-4 at 20 °C (Windholz et al., 1983)
• Melting Point: 60-67°C
• Refractive Index: 1.458
• Boiling Point: 318.7°Cat760mmHg
• Flash Point: 146.5°C
• PSA: 129.95000
• Density: 1.256g/cm³
• LogP: 4.89920
• Storage Temp.: APPROX 4°C
• Solubility.: Miscible with methyl chloride and most organic solvents (Worthing and Hance, 1991)
• Water Solubility.: 30 mg/L at 20 °C (Worthing and Hance, 1991)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 10
• Exact Mass: 322.02274008
• Heavy Atom Count: 17
• Complexity: 252
• Transport DOT Label: Poison

Purity/Quality:

Sulfotep ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Toxic by ingestion, inhalation, and skin absorption; cholinesterase inhibitor; use may be restricted. TLV: 0.2 mg/m³; not classifiable as a human carcinogen. Toxic by skin absorption.
• Hazard Codes: T+,N,Xn,F
• Statements: 27/28-50/53-67-65-38-11
• Safety Statements: 23-28-36/37-45-60-61-62

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Organophosphate Insecticides
• Canonical SMILES: CCOP(=S)(OCC)OP(=S)(OCC)OCC
• 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.
• Effects of Short Term Exposure: The substance is irritating to the eyes and skin. The substance may cause effects on the nervous system. This may result in convulsions and respiratory failure. Cholinesterase inhibition. Exposure far above the OEL could cause 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.
• Uses: An organophosphate pesticide that is an inhibitor of acetylcholinesterase (AChE). Insecticide; miticide. Insecticide Sulfotep is used to control aphids, thrips, mites and whiteflies in glasshouses by fumigation. It also used to control sciarid and phorid flies in mushrooms.

Technology Process of Sulfotep

There total 39 articles about Sulfotep 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: 74.0%

3-chloro-2-methyl-quinolin-4-ol (31403-66-4,83842-53-9) + diethyl phosphorochloridothioate (2524-04-1) → sulfotep (3689-24-5) + Thiophosphoric acid O-(3-chloro-2-methyl-quinolin-4-yl) ester O',O''-diethyl ester (93516-24-6)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydroxide; In tetrachloromethane; at 60 ℃; for 72h;

DOI:10.1055/s-1984-30877

Reference yield: 70.0%

4-hydroxy-2-methylquinoline (607-67-0) + diethyl phosphorochloridothioate (2524-04-1) → sulfotep (3689-24-5) + Quinothion (22439-40-3)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydroxide; In tetrachloromethane; at 60 ℃; for 55h;

DOI:10.1055/s-1984-30877

Reference yield: 69.0%

7-chloro-4-hydroxylquinoline (86-99-7) + diethyl phosphorochloridothioate (2524-04-1) → sulfotep (3689-24-5) + Thiophosphoric acid O-(7-chloro-quinolin-4-yl) ester O',O''-diethyl ester (93516-22-4)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydroxide; In tetrachloromethane; at 60 ℃; for 55h;

DOI:10.1055/s-1984-30877

upstream raw materials:

pyridine

Diethyl phosphate

diethyl phosphorochloridothioate

diethyl phosphorylchloridite

Refernces

• 1、 Desforges, Elisabeth,Grysan, Alexandre,Oget, Nicolas,Sindt, Michèle,Mieloszynski, Jean-Luc. "A quantitative synthesis of β-carboxylated thiolophosphates via a Michael reaction". . p. 6273 - 6276. Retrieved 2007/10/03.
• 2、 Krawczyk, Ewa,Skowronska, Aleksandra,Michalski, Jan. "Reaction of Three-coordinate Phosphorus Compounds with Organophosphorus Pseudohalogens. 3. Phosphonium and Phosphorane Intermediates in the Desulfurization and Dehalogenation of Bis(phosphinoyl) Disulfides. Influence of Lewis Acids on the Reaction Chemoselectivity". . p. 89 - 100. Retrieved 2007/10/02.