Dioxathion

Base Information

• Chemical Name: Dioxathion
• CAS No.: 78-34-2
• Molecular Formula: C₁₂H₂₆O₆P₂S₄
• Molecular Weight: 456.546
• Hs Code.: 29181600
• European Community (EC) Number: 201-107-7
• ICSC Number: 0883
• UN Number: 3018
• UNII: J2DF82JA7N
• DSSTox Substance ID: DTXSID9020534
• Nikkaji Number: J2.826F
• Wikipedia: Dioxathion
• Wikidata: Q2779034
• NCI Thesaurus Code: C169914
• ChEMBL ID: CHEMBL2106286
• Mol file: 78-34-2.mol

Synonyms:2,3-dioxanedithiol-S,S-bis(O,O-diethyl phosphorodithioate);Delnav;dioxathion;dioxathion, (cis)-isomer;dioxathion, (trans)-isomer;dioxation

Chemical Property of Dioxathion

Chemical Property:

• Appearance/Colour: dark amber viscous liquid
• Vapor Pressure: 8.54E-10mmHg at 25°C
• Melting Point: -20 C
• Refractive Index: nD20 1.5420
• Boiling Point: 60 - 68 C at 0.5 mm Hg
• Flash Point: 258.7°C
• PSA: 189.78000
• Density: 1.33g/cm³
• LogP: 6.04800
• Storage Temp.: 0-6°C
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 12
• Exact Mass: 456.00874723
• Heavy Atom Count: 24
• Complexity: 395
• Transport DOT Label: Poison

Purity/Quality:

Dioxathion 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Toxic by inhalation, ingestion, and skin absorption; cholinesterase inhibitor; use may be restricted. TLV: TWA 0.2 mg/m³; not classifiable as a human carcinogen
• Hazard Codes: T+,N
• Statements: 24-26/28-50/53
• Safety Statements: 28-36/37-45-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Organophosphate Insecticides
• Canonical SMILES: CCOP(=S)(OCC)SC1C(OCCO1)SP(=S)(OCC)OCC
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly on spraying.
• 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 at high levels could cause death. Medical observation is indicated.
• Effects of Long Term Exposure: Cholinesterase inhibition. Cumulative effects are possible. See Acute Hazards/Symptoms.
• Uses: Dioxathion is an organophosphate pesticide. It is used as an insecticide on livestock and acaricide on citrus fruits.

Technology Process of Dioxathion

There total 2 articles about Dioxathion 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:

O,O-Diethyl hydrogen phosphorodithioate (298-06-6) + cis-2,3-dichloro-1,4-dioxane (3883-42-9) → cis-2,3-bis-diethoxythiophosphorylmercapto-[1,4]dioxane (16088-56-5) + (+/-)-trans-2,3-bis-diethoxythiophosphorylmercapto-[1,4]dioxane (78-34-2,16088-56-5,16223-77-1,16270-86-3)

Guidance literature:

With pyridine; benzene;

DOI:10.1021/ja01510a032

Reference yield:

O,O-Diethyl hydrogen phosphorodithioate (298-06-6) + trans-2,3-dichloro-1,4-dioxane (95-59-0,3883-42-9,3883-43-0) → cis-2,3-bis-diethoxythiophosphorylmercapto-[1,4]dioxane (16088-56-5) + (+/-)-trans-2,3-bis-diethoxythiophosphorylmercapto-[1,4]dioxane (78-34-2,16088-56-5,16223-77-1,16270-86-3)

Guidance literature:

With pyridine; benzene;

DOI:10.1021/ja01510a032

upstream raw materials:

O,O-Diethyl hydrogen phosphorodithioate

cis-2,3-dichloro-1,4-dioxane

trans-2,3-dichloro-1,4-dioxane