Dicyclohexyl disulfide

Base Information

• Chemical Name: Dicyclohexyl disulfide
• CAS No.: 2550-40-5
• Molecular Formula: C12H22S2
• Molecular Weight: 230.439
• Hs Code.: 2930909090
• European Community (EC) Number: 219-851-6
• UNII: 6G1A0K504Q
• DSSTox Substance ID: DTXSID4047628
• Nikkaji Number: J23.487G
• Wikidata: Q27264842
• Metabolomics Workbench ID: 49362
• ChEMBL ID: CHEMBL3188833
• Mol file: 2550-40-5.mol

Synonyms:DICYCLOHEXYL DISULFIDE;2550-40-5;Cyclohexyl disulfide;1,2-Dicyclohexyldisulfane;Disulfide, dicyclohexyl;(Cyclohexyldisulfanyl)cyclohexane;Dicyclohexyl disulphide;Bis(cyclohexyl)disulfide;Bis(cyclohexyl) disulfide;FEMA No. 3448;dicyclohexyldisulfide;Dicyclohexyldisulphide;HSDB 5886;C12H22S2;EINECS 219-851-6;UNII-6G1A0K504Q;CHEMBL3188833;DTXSID4047628;6G1A0K504Q;Cyclohexyl disulfide (6CI,7CI,8CI);CySSCy;Dicyclohexyl persulfide;cyclohexyldisulfanylcyclohexane;SCHEMBL299921;(cyclohexyldisulanyl)cyclohexane;DTXCID2027628;FEMA 3448;CHEBI:166589;(Cyclohexyldisulfanyl)cyclohexane #;Tox21_300619;BDBM50555856;DICYCLOHEXYL DISULFIDE [FHFI];DICYCLOHEXYL DISULFIDE [HSDB];MFCD00013759;Dicyclohexyl disulfide, >=95%, FG;AKOS015898618;NCGC00248110-01;NCGC00254435-01;BS-16260;LS-63083;CAS-2550-40-5;CS-0155315;D1617;FT-0624740;D81849;A817885;Q27264842

Chemical Property of Dicyclohexyl disulfide

Chemical Property:

• Appearance/Colour: COA
• Vapor Pressure: 0.000305mmHg at 25°C
• Melting Point: 127-130 °C
• Refractive Index: n20/D 1.545(lit.)
• Boiling Point: 331.171 °C at 760 mmHg
• Flash Point: 170.755 °C
• PSA: 50.60000
• Density: 1.054 g/cm³
• LogP: 5.03320
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Immiscible with water.
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 230.11629305
• Heavy Atom Count: 14
• Complexity: 128

Purity/Quality:

99% ^*data from raw suppliers

Dicyclohexyl Disulfide >90.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: C1CCC(CC1)SSC2CCCCC2
• Uses: Dicyclohexyl disulfide is employed as an edible spices. It is also used in dyes, medicine and organic synthesis. It is also useful as a synthetic flavor ingredient. Further, it is used in the production of n-(cyclohexylthio) phthalimide.

Technology Process of Dicyclohexyl disulfide

There total 64 articles about Dicyclohexyl disulfide 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: 80.0%

cyclohexyl(4-methoxybenzyl)sulfide (93394-70-8) → 1,2-dicyclohexyl disulfide (2550-40-5) + 4-methoxy-benzaldehyde (123-11-5) + p-methoxybenzyl chloride (824-94-2)

Guidance literature:

With 2,6-dimethylpyridine; tris-(4-bromophenyl)aminium hexachloroantimonate; In dichloromethane; acetonitrile; for 1h; Mechanism;

Reference yield: 80.0%

ferrocene (102-54-5,55404-68-7) + 1-oxa-4-thiaspiro-<4,5>decan-2-one (1564-39-2) → Cyclohexanethiol (1569-69-3) + η5-cyclopentadienyl(4',7'-dihydro-4'-oxo-η-4'a-7'a-spiro{cyclohexane-1,1'(3'H)-cyclopenta{c}thiopyran}yl)iron + 1,1'-{cyclohexylidenethio(2-oxoethylene)}ferrocene + 1,2-dicyclohexyl disulfide (2550-40-5)

Guidance literature:

aluminium trichloride; In carbon disulfide; excess ferrocene, mixture is stirred for 24 h at room temp.; addn. of 10% HCl soln., extn. with CHCl3 and CH2Cl2, ext. is washed with water, aq. Na2CO3 soln., water; dried over MgSO4, solvent is removed by distn. under reduced pressure, HPLC, preparative thin layer chromy.;

Reference yield: 40.0%

Cyclohexanethiol (1569-69-3) + 2-propanethiol (75-33-2) → diisopropyl sulfide (4253-89-8) + 1,2-dicyclohexyl disulfide (2550-40-5) + 1-cyclohexyl-2-isopropyldisulfane

Guidance literature:

With 4,6-di-tert-butyl-N-(tert-butyl)-o-aminophenol; In acetonitrile; at 20 ℃; for 4h; Electrochemical reaction;

DOI:10.1149/1945-7111/abfe43

upstream raw materials:

Cyclohexanethiol

1-methyl-4-nitrosobenzene

3-cyclohexanesulfinyl-propionic acid

cyclohexanone

Downstream raw materials:

cyclohexyl(trifluoromethyl)sulfane

cyclohexanesulfonic acid

N,N'-bis-benzenesulfonyl-cyclohexanesulfinamidine

C₂₄H₃₂N₂OS

Refernces

• 1、 Kerverdo, Sébastien,Fernandez, Xavier,Poulain, Sophie,Gingras, Marc. "Reactivity of hypervalent silicon and tin compounds toward electrophilic sulfur". . p. 5841 - 5845. Retrieved 2000.
• 2、 Berberova, Nadezhda T.,Burmistrova, Daria A.,Galustyan, Andrey,Smolyaninov, Ivan V.. "Substituted o-Aminophenols as Redox-Mediators in the Thiol Oxidation to Unsymmetrical Disulfides". . . Retrieved 2021/06/17.
• 3、 Ling, Ong Chiu,Heidelberg, Thorsten,Ching, Juan Joon,Khaligh, Nader Ghaffari. "Practical and efficient recyclable oxidative system for the preparation of symmetrical disulfides under aerobic conditions". . p. 281 - 294. Retrieved 2020/12/13.