alpha-Endosulfan

Base Information

• Chemical Name: alpha-Endosulfan
• CAS No.: 33213-65-9
• Deprecated CAS: 19670-15-6,891-86-1
• Molecular Formula: C₉H₆Cl₆O₃S
• Molecular Weight: 406.929
• ChEMBL ID: CHEMBL2272379
• DSSTox Substance ID: DTXSID8037540
• Mol file: 33213-65-9.mol

Synonyms:Endosulfan II;Endosulfan A;.alpha.-Thiodan;.alpha.-Benzoepin;.alpha.-Endosulfan;.beta.-Thionex;Endosulfan, .alpha.-;CHEMBL2272379;DTXSID8037540;5-Norbornene-2,3-dimethanol, 1,4,5,6,7,7-hexachloro-, cyclic sulfite, endo-;RDYMFSUJUZBWLH-BRZMKDEISA-N;6,9-Methano-2,4,3-benzodioxathiepin, 6,7,8,9,10,10-hexachloro-1,5,5a,6,9,9a-hexahydro-, 3-oxide, (3.alpha.,5a.beta.,6.alpha.,9.alpha.,9a.beta.)-;NS00114173

Chemical Property of alpha-Endosulfan

Chemical Property:

• Vapor Pressure: 450 at 20 °C (shake flask-GLC, Bowman and Sans, 1983)
• Melting Point: 209°C
• Refractive Index: 1.674
• Boiling Point: 449.7 °C at 760 mmHg
• Flash Point: 225.8 °C
• PSA: 54.74000
• Density: 1.94 g/cm³
• LogP: 4.55550
• Storage Temp.: APPROX 4°C
• Water Solubility.: 0.28mg/L(25 oC)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 405.813931
• Heavy Atom Count: 19
• Complexity: 470

Purity/Quality:

99.9% ^*data from raw suppliers

β-Endosulfan ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,N,F,T
• Statements: 22-67-65-62-51/53-48/20-38-11-50/53-25
• Safety Statements: 36/37-61-62-33-29-16-9-60-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C2C(COS(=O)O1)C3(C(=C(C2(C3(Cl)Cl)Cl)Cl)Cl)Cl
• Isomeric SMILES: C1[C@@H]2[C@H](COS(=O)O1)[C@@]3(C(=C([C@@]2(C3(Cl)Cl)Cl)Cl)Cl)Cl
• Physical properties: Colorless to brown, nonflammable solid or crystals with a mild odor similar to terpene or sulfur dioxide.
• Uses: β-Endosulfan may be used as an analytical pesticide reference standard for the determination of the analyte in water samples, virgin olive oil, aged contaminated Ethiopian soils and human fluids by various chromatography techniques. Insecticide for vegetable crops.

Technology Process of alpha-Endosulfan

There total 4 articles about alpha-Endosulfan 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:

→ (1R,2R,9S)-1,9,10,11,12,12-Hexachloro-4,6-dioxa-5-thia-tricyclo[7.2.1.02,8]dodec-10-ene 5-oxide (115-29-7,959-98-8,33213-65-9,115459-37-5,8003-45-0)

Guidance literature:

Diol (IV), SOCl2;

Reference yield:

1,2,3,4,7,7-hexachloro-5,6-di(hydroxymethyl)bicyclo<2.2.1>hept-2-ene (17378-23-3) → 6,7,8,9,10,10-hexachloro-1,5,5a,6,9,9a-hexahydro-6,9-methano-2,4,3-benzodioxathiepin-3-oxide (959-98-8,8003-45-0) + endosulfan II (33213-65-9,8003-45-0)

Guidance literature:

With thionyl chloride;

Reference yield:

6,7,8,9,10,10-hexachloro-1,5,5a,6,9,9a-hexahydro-6,9-methano-2,4,3-benzodioxathiepin-3-oxide (959-98-8,8003-45-0) → endosulfan II (33213-65-9,8003-45-0)

Guidance literature:

In acetone; for 6h; Irradiation; concentration/time diagrams for photoinduced isomerization at various acetone concentrations in dioxane/acetone mixtures;

upstream raw materials:

1,2,3,4,7,7-hexachloro-5,6-di(hydroxymethyl)bicyclo<2.2.1>hept-2-ene

6,7,8,9,10,10-hexachloro-1,5,5a,6,9,9a-hexahydro-6,9-methano-2,4,3-benzodioxathiepin-3-oxide

alpha-endosulfan

Downstream raw materials:

(1R,2R,6S,7S)-1,7,8,9,10,10-Hexachloro-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-ene

((1R,2R,3S,4S)-1,4,5,6,7,7-Hexachloro-3-hydroxymethyl-bicyclo[2.2.1]hept-5-en-2-yl)-methanol

(1R,2R,6S,7S)-1,7,8,9,10,10-Hexachloro-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-en-3-ol

endosulfdanesulfate

Refernces

• 1、 Dureja, P.,Mukerjee, S. K.. "Photoinduced Reactions: Part IV - Studies on Photochemical Fate of 6,7,8,9,10,10-Hexachloro-1,5,5a,6,9,9a-hexahydro-6,9-methano-2,4,3-benzodioxathiepin-3-oxide (Endosulphan), an Important Insecticide". . p. 411 - 413. Retrieved 2007/10/02.