Isoprothiolane

Base Information

• Chemical Name: Isoprothiolane
• CAS No.: 50512-35-1
• Molecular Formula: C12H18O4S2
• Molecular Weight: 290.405
• Hs Code.: 29341000
• European Community (EC) Number: 610-537-8
• UNII: 88HCS898G6
• DSSTox Substance ID: DTXSID8058110
• Nikkaji Number: J3.513K
• Wikidata: Q18816455
• Metabolomics Workbench ID: 45092
• ChEMBL ID: CHEMBL35280
• Mol file: 50512-35-1.mol

Synonyms:Isoprothiolane [BSI:ISO];Propanedioic acid, 1,3-dithiolan-2-ylidene-, bis(1-methylethyl) ester;1,3-Dithiolan-2-ylidenepropanedioic acid, bis(1-methylethyl) ester;Fujione;Fudiolan;Di-isopropyl 1,3-dithiolane-2-ylidenemalonate;Bis(1-methylethyl) 1,3-dithiolan-2-ylidenepropanedioate (9CI);

Chemical Property of Isoprothiolane

Chemical Property:

• Vapor Pressure: 3.7E-05mmHg at 25°C
• Melting Point: 54°C
• Refractive Index: 1.546
• Boiling Point: 353 °C at 760 mmHg
• Flash Point: 159 °C
• PSA: 103.20000
• Density: 1.228 g/cm³
• LogP: 2.58120
• Storage Temp.: 0-6°C
• Water Solubility.: 54 mg l-1 (25 °C)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 290.06465140
• Heavy Atom Count: 18
• Complexity: 329

Purity/Quality:

99% ^*data from raw suppliers

Isoprothiolane PESTANAL?, analytical standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-51/53
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)OC(=O)C(=C1SCCS1)C(=O)OC(C)C
• Uses: Isoprothiolane is a dithiolane pesticide. Isoprothiolane is commonly used in agriculture as a fungicide to control planthoppers and blast disease in rice plants. Isoprothiolane is a fungicide that is used to control rice blast (Pyriculuriu aryzae), rice stem rot and Fusarium leaf spot on rice. It also reduces the plant-hopper population on rice.

Technology Process of Isoprothiolane

There total 8 articles about Isoprothiolane 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: 64.0%

3-{2-[2-(2,2-Bis-isopropoxycarbonyl-1-methoxy-vinylsulfanyl)-ethyldisulfanyl]-ethylsulfanyl}-2-isopropoxycarbonyl-3-methoxy-acrylic acid isopropyl ester (147848-85-9) → isoprothiolane (50512-35-1)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; methanol; 1.) 3 d, room temperature, 2.) 2 h, reflux;

Reference yield: 47.0%

2-[(2-Ethyldisulfanyl-ethylsulfanyl)-ethylsulfanyl-methylene]-malonic acid diisopropyl ester (147848-87-1) → isoprothiolane (50512-35-1)

Guidance literature:

With sodium carbonate; In methanol; water; Ambient temperature;

Reference yield: 40.0%

methanol (67-56-1) + Diisopropyl 1,3-dithiolan-2-ylidenemalonate 1-oxide (52303-69-2,108114-60-9,108114-61-0) → isoprothiolane (50512-35-1) + 2-[Methoxy-(2-methoxysulfinyl-ethylsulfanyl)-methylene]-malonic acid diisopropyl ester + 3-{2-[2-(2,2-Bis-isopropoxycarbonyl-1-methoxy-vinylsulfanyl)-ethyldisulfanyl]-ethylsulfanyl}-2-isopropoxycarbonyl-3-methoxy-acrylic acid isopropyl ester (147848-85-9)

Guidance literature:

With sodium carbonate; for 0.5h; Ambient temperature;

upstream raw materials:

methanol

Diisopropyl 1,3-dithiolan-2-ylidenemalonate 1-oxide

L-cysteine methyl ester hydrochloride

2-[(2-Ethyldisulfanyl-ethylsulfanyl)-ethylsulfanyl-methylene]-malonic acid diisopropyl ester

Downstream raw materials:

Diisopropyl 1,3-dithiolan-2-ylidenemalonate 1-oxide

2-(1,3-dithiolan-2-ylidene)acetic acid

oxalic acid

3,5-bis-1,2,4-trithiolane

Refernces

• 1、 -. "Synergistic Active Compound Combinations Comprising Phenyltriazoles". . . Retrieved 2011/07/29.