Bis(2-chlorocyclohexyl) sulfide

Base Information

• Chemical Name: Bis(2-chlorocyclohexyl) sulfide
• CAS No.: 16660-57-4
• Molecular Formula: C12H20Cl2S
• Molecular Weight: 267.263
• DSSTox Substance ID: DTXSID10447366
• Nikkaji Number: J908.454A

Synonyms:Bis(2-chlorocyclohexyl) sulfide;16660-57-4;Cyclohexane, 1,1'-thiobis[2-chloro-;DTXSID10447366

Chemical Property of Bis(2-chlorocyclohexyl) sulfide

Chemical Property:

• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 266.0662772
• Heavy Atom Count: 15
• Complexity: 178

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C(C1)SC2CCCCC2Cl)Cl

Technology Process of Bis(2-chlorocyclohexyl) sulfide

There total 8 articles about Bis(2-chlorocyclohexyl) sulfide 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: 25.0%

dimethylsulfide (75-18-3) + cyclohexene (110-83-8) → trans-Di(2-chlorocyclohexyl) sulfide (16660-57-4) + (2-chloro-cyclohexyl)-dimethyl-sulfonium; chloride + bis(2-chloro-cyclohexyl) trisulfide

Guidance literature:

With sulfur dichloride; In dichloromethane; at -40 ℃; for 4h;

DOI:10.1023/A:1020933005986

Reference yield:

1-chlorocyclohexene (930-66-5) + hydrogen sulfide (7783-06-4) → ClC6H10SH (18058-84-9) + trans-2-Cyclohexanthiol (18058-84-9,20747-35-7) + trans-Di(2-chlorocyclohexyl) sulfide (16660-57-4)

Guidance literature:

Irradiation (UV/VIS); at -60 to -80°C; product (ClC6H10)2S is a mixt. of diastereoisomers;

DOI:10.1021/ja01583a027

Reference yield:

→ trans-Di(2-chlorocyclohexyl) sulfide (16660-57-4)

Guidance literature:

With hydrogenchloride; ethanol;

upstream raw materials:

benzylidene phenylamine

cyclohexene

N-Benzylidenemethylamine

N-benzylidene tert-butylamine

Downstream raw materials:

C₁₂H₂₀Cl₂OS

bis-(2-chloro-cyclohexyl)-sulfone

bis(2-hydroxycyclohexyl)sulphide

dicyclohexyl sulfide

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