Hexahydro-1,3-benzodithiole-2-thione

Base Information

• Chemical Name: Hexahydro-1,3-benzodithiole-2-thione
• CAS No.: 2164-87-6
• Molecular Formula: C₇H₁₀S₃
• Molecular Weight: 190.354
• NSC Number: 185313,152530
• DSSTox Substance ID: DTXSID20944235
• Nikkaji Number: J1.230.273H
• Mol file: 2164-87-6.mol

Synonyms:hexahydro-1,3-benzodithiole-2-thione;2164-87-6;3a,4,5,6,7,7a-hexahydrobenzo[d][1,3]dithiole-2-thione;4,5-Tetramethylene-1,3-dithiolanthione-2;NSC152530;SCHEMBL2577754;DTXSID20944235;NSC185313;NSC 185313;NSC-152530;NSC-185313;hexahydro-2H-1,3-benzodithiole-2-thione;Hexahydrobenzo[d][1,3]dithiole-2-thione;AG-803/12478070;5726-00-1

Chemical Property of Hexahydro-1,3-benzodithiole-2-thione

Chemical Property:

• Vapor Pressure: 5.77E-05mmHg at 25°C
• Boiling Point: 357°Cat760mmHg
• Flash Point: 169.7°C
• Density: 1.34g/cm³
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 189.99446384
• Heavy Atom Count: 10
• Complexity: 139

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2C(C1)SC(=S)S2

Technology Process of Hexahydro-1,3-benzodithiole-2-thione

There total 2 articles about Hexahydro-1,3-benzodithiole-2-thione 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:

4-methyl-1,3-dithiolane-2-thione (3489-45-0) + cyclohexane-1,2-epoxide (286-20-4) → cyclohexene sulfide (286-28-2) + trans-3a,4,5,6,7,7a-Hexahydro-2H-1,3-benzoxathiole-2-thione + 4-methyl-1,3-dithiolan-2-one (21548-49-2) + trans-3a,4,5,6,7,7a-Hexahydro-2H-1,3-benzodithiole-2-thione (2164-87-6,5726-00-1,33549-63-2,56155-51-2)

Guidance literature:

With tetrafluoroboric acid diethyl ether; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts; 1.) Et₂O, CH₂Cl₂, 0-5 deg C, 2.) r.t.;

DOI:10.1039/p19960000289

Reference yield:

cyclohexane-1,2-epoxide (286-20-4) + 4-decyl-1,3-dithiolane-2-thione (7218-62-4) → cyclohexene sulfide (286-28-2) + trans-3a,4,5,6,7,7a-Hexahydro-2H-1,3-benzoxathiole-2-thione + 4-decyl-1,3-dithiolan-2-one + trans-3a,4,5,6,7,7a-Hexahydro-2H-1,3-benzodithiole-2-thione (2164-87-6,5726-00-1,33549-63-2,56155-51-2)

Guidance literature:

With tetrafluoroboric acid diethyl ether; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts; 1.) Et₂O, CH₂Cl₂, 0-5 deg C, 2.) r.t.;

DOI:10.1039/p19960000289

Reference yield: 97.0%

4,5-tetramethylene-1,3-dithiolane-2-thione (2164-87-6) → (rac)-trans-cyclohexane-1,2-dithiol (2242-71-9,19756-06-0,26531-40-8,61947-27-1)

Guidance literature:

With lithium aluminium tetrahydride;

upstream raw materials:

4-methyl-1,3-dithiolane-2-thione

cyclohexane-1,2-epoxide

4-decyl-1,3-dithiolane-2-thione

Downstream raw materials:

(rac)-trans-cyclohexane-1,2-dithiol

cyclohexene sulfide

2-decylthiirane

trans-3a,4,5,6,7,7a-Hexahydro-2H-1,3-benzodithiol-2-one

Refernces