4,5-Bis(2-cyanoethylthio)-1,3-dithiol-2-one

Base Information

• Chemical Name: 4,5-Bis(2-cyanoethylthio)-1,3-dithiol-2-one
• CAS No.: 158871-28-4
• Molecular Formula: C9H8 N2 O S4
• Molecular Weight: 288.43
• Hs Code.: 2930909090
• European Community (EC) Number: 678-098-5
• DSSTox Substance ID: DTXSID90401340
• Nikkaji Number: J725.005C
• Wikidata: Q82204421
• Mol file: 158871-28-4.mol

Synonyms:4,5-Bis(2-cyanoethylthio)-1,3-dithiol-2-one;158871-28-4;3-[[5-(2-cyanoethylsulfanyl)-2-oxo-1,3-dithiol-4-yl]sulfanyl]propanenitrile;Propanenitrile, 3,3'-[(2-oxo-1,3-dithiole-4,5-diyl)bis(thio)]bis-;SCHEMBL1520487;DTXSID90401340;MFCD01142888;AKOS015836384;BS-43903;4,5-bis(cyanoethylthio)-1,3-dithiol-2-one;B2233;CS-0328627;T70354;4,5-Bis(2'-cyanoethylthio)-1,3-dithiole-2-one;4,5-BIS(2'-CYANOETHYLTHIO)-1-3-DITHIOL-2-ONE;2-PYRIDIN-4-YL-QUINOLINE-4-CARBOXYLICACIDHYDRAZIDE;3,3'-((2-Oxo-1,3-dithiole-4,5-diyl)bis(sulfanediyl))dipropanenitrile

Chemical Property of 4,5-Bis(2-cyanoethylthio)-1,3-dithiol-2-one

Chemical Property:

• Vapor Pressure: 1.4E-10mmHg at 25°C
• Melting Point: 84-87 °C(lit.)
• Refractive Index: 1.684
• Boiling Point: 511.6°C at 760 mmHg
• Flash Point: 263.2°C
• PSA: 171.73000
• Density: 1.49g/cm³
• LogP: 3.18136
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 287.95194758
• Heavy Atom Count: 16
• Complexity: 364

Purity/Quality:

98%,99%, ^*data from raw suppliers

4,5-Bis(2-cyanoethylthio)-1,3-dithiol-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CSC1=C(SC(=O)S1)SCCC#N)C#N

Technology Process of 4,5-Bis(2-cyanoethylthio)-1,3-dithiol-2-one

There total 4 articles about 4,5-Bis(2-cyanoethylthio)-1,3-dithiol-2-one 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: 100.0%

4,5-bis((2-cyanoethyl)thio)-1,3-dithiole-2-thione (132765-35-6) → 4,5-bis(2-cyanoethylthio)-1,3-dithiol-2-one (158871-28-4)

Guidance literature:

With mercury(II) diacetate; In chloroform; acetic acid;

DOI:10.1002/jhet.5570420515

Reference yield: 90.4%

mercury(II) diacetate (1600-27-7) + 4,5-bis((2-cyanoethyl)thio)-1,3-dithiole-2-thione (132765-35-6) → 4,5-bis(2-cyanoethylthio)-1,3-dithiol-2-one (158871-28-4)

Guidance literature:

In chloroform; acetic acid;

DOI:10.1039/c3dt51464a

Reference yield:

bis(tetra-n-butylammonium) bis(1,3-dithiole-2-thione-4,5-dithiolato)zinc(II) → 4,5-bis(2-cyanoethylthio)-1,3-dithiol-2-one (158871-28-4)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile / 2 h / Reflux

2: mercury(II) diacetate; acetic acid / dichloromethane / 16 h / 20 °C

With mercury(II) diacetate; acetic acid; In dichloromethane; acetonitrile;

DOI:10.1246/bcsj.20170233

upstream raw materials:

4,5-bis((2-cyanoethyl)thio)-1,3-dithiole-2-thione

bis(tetraethylammonium)bis(2-thioxo-1,3-dithiole-4,5-dithiolate)zincate

mercury(II) diacetate

Downstream raw materials:

2,3,6,7-tetrakis(2-cyanoethylthio)tetrathiafulvalene

dimethyldiselenadithiafulvalenedi(SCH₂CH₂CN)2

bis(ethylenedithio)tetrathiofulvalene

4,5-bis(cyanoethylthio)-1,3-dithiole-2-[(4,5-ethylenedithio)-1,3-dithiole-2-ylidene]