2550-40-5

Basic information

• Product Name: Cyclohexyl disulfide
• Synonyms: CYCLOHEXYL DISULFIDE;CYCLOHEXYLDISULPHIDE;DICYCLOHEXYL DISULFIDE;DICYCLOHEXYL DISULPHIDE;FEMA 3448;bis(cyclohexyl)disulfide;Disulfide,dicyclohexyl;DICYCLOHEXYL DISULFIDE 94+%
• CAS NO: 2550-40-5
• Molecular Formula: C₁₂H₂₂S₂
• Molecular Weight: 230.43
• EINECS: 219-851-6
• Product Categories: sulfide Flavor
• Mol File: 2550-40-5.mol
• Article Data: 162

Chemical Properties

• Melting Point: 127-130 °C
• Boiling Point: 162-163 °C6 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: COA
• Density: 1.046 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000305mmHg at 25°C
• Refractive Index: n20/D 1.545(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility: Immiscible with water.
• BRN: 1905920
• CAS DataBase Reference: Cyclohexyl disulfide(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexyl disulfide(2550-40-5)
• EPA Substance Registry System: Cyclohexyl disulfide(2550-40-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• RIDADR: 3334
• WGK Germany: 3
• RTECS: JO1843850
• TSCA: Yes
• Hazardous Substances Data: 2550-40-5(Hazardous Substances Data)

Usage

Description

Cyclohexyl disulfide, also known as dicyclohexyl disulfide, is an organic compound with the chemical formula C12H24S2. It is a colorless to pale yellow liquid with a distinct odor, often described as a combination of berry, musty, green, and alliaceous notes. Cyclohexyl disulfide is characterized by its taste threshold values, which include onion, meaty, clam, crab, coffee, and cocoa flavors at 5 ppm.

Uses

Used in Flavor and Fragrance Industry:
Cyclohexyl disulfide is used as a synthetic flavor ingredient for its unique taste characteristics, which contribute to the enhancement of various food products. It is particularly effective in creating onion, meaty, clam, crab, coffee, and cocoa flavors.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, cyclohexyl disulfide is utilized in the synthesis of various medicinal compounds, including n-(cyclohexylthio) phthalimide, which has potential applications in drug development.
Used in Dye Industry:
Cyclohexyl disulfide is employed in the production of dyes due to its chemical properties, which make it a valuable component in the synthesis of certain colorants.
Used in Organic Synthesis:
As an intermediate in organic synthesis, cyclohexyl disulfide is used to produce a range of chemical compounds, contributing to the development of new materials and products across various industries.

InChI:InChI=1/C12H22S2/c1-3-7-11(8-4-1)13-14-12-9-5-2-6-10-12/h11-12H,1-10H2

Synthetic route

Cyclohexanethiol (1569-69-3) → 1,2-dicyclohexyl disulfide (2550-40-5)

Conditions	Yield
With 2,2'-bipyridylchromium peroxide In benzene for 0.7h; Product distribution; Heating; effect of various chromium(VI) based oxidants;	100%
With 2,2'-bipyridylchromium peroxide In benzene for 0.7h; Heating;	100%
With tris paraperiodate In benzene for 1h; Heating;	100%

Cyclohexanethiol (1569-69-3) → 1,2-dicyclohexyl disulfide (2550-40-5) + C12H22S2Se

Conditions	Yield
With bis-(benzotriazol-1-yl)selenide In dichloromethane for 3h;	A n/a B 92%

1-bromocyclohexane (108-85-0) → 1,2-dicyclohexyl disulfide (2550-40-5)

Conditions	Yield
With sodium sulfide trihydrate; hexachloroethane at 20℃; for 2.5h; Reagent/catalyst;	90%
With dimethyl sulfoxide; thiourea; 1,1,1,3,3,3-hexamethyl-disilazane In water at 50℃; for 24h;	89%
With Sodium thiosulfate pentahydrate; water; dimethyl sulfoxide at 60 - 70℃; for 12h; pH=< 3;	89%

diphenylmethyl cyclohexyl thioether → 1,2-dicyclohexyl disulfide (2550-40-5)

Conditions	Yield
With iodine In dichloromethane for 2h; Heating;	89%

1-iodocyclohexane (626-62-0) → 1,2-dicyclohexyl disulfide (2550-40-5)

Conditions	Yield
With indium(III) oxide; ammonia; water; sulfur In ethanol at 60℃; Green chemistry;	89%

1-bromocyclohexane (108-85-0) + thiourea (17356-08-0) → 1,2-dicyclohexyl disulfide (2550-40-5)

Conditions	Yield
With tetrachloromethane; water; triethylamine In glycerol at 50℃; for 24h;	87%
With sodium carbonate In water; acetonitrile at 80℃; for 12h;	70%

1-bromocyclohexane (108-85-0) + Cyclohexanethiol (1569-69-3) → 1,2-dicyclohexyl disulfide (2550-40-5)

Conditions	Yield
With sodium thiosulfate	85%

sodium cyclohexylthiosulfate → 1,2-dicyclohexyl disulfide (2550-40-5)

Conditions	Yield
With choline chloride; dihydrogen peroxide; toluene-4-sulfonic acid In water at 60℃; for 6h;	83%
With 1H-imidazole; water at 70℃; for 0.583333h; Green chemistry;	75%

cyclohexanol (108-93-0) → 1,2-dicyclohexyl disulfide (2550-40-5)

Conditions	Yield
Stage #1: cyclohexanol With 1,2-bis(5-methylisoxazol-3-yl)hydrazine; triphenylphosphine In acetonitrile at 80℃; for 0.333333h; Mitsunobu Displacement; Stage #2: With ammonium thiocyanate In acetonitrile at 80℃; for 6h; Reagent/catalyst; Mitsunobu Displacement;	81%

para-xylene (106-42-3) + 1-oxa-4-thiaspiro-<4,5>decan-2-one (1564-39-2) → 1,2-dicyclohexyl disulfide (2550-40-5) + 2-cyclohexylthioacetic acid (52363-15-2) + 5',8'-dimethylspiro-4'-one (141622-51-7) + <<1-(2',5'-dimethylphenyl)cyclohexyl>thio>acetic acid (141622-65-3)

Conditions	Yield
With aluminium trichloride for 24h; Ambient temperature; Further byproducts given;	A 3% B 4% C 80% D 5%

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

Conditions	Yield
With 2,6-dimethylpyridine; tris-(4-bromophenyl)aminium hexachloroantimonate In dichloromethane; acetonitrile for 1h; Mechanism;	A 80% B n/a C 80%

S-nitrosocyclohexanethiol (15459-94-6) → 1,2-dicyclohexyl disulfide (2550-40-5)

Conditions	Yield
With air In chloroform at 20℃; for 0.416667h;	80%
In dichloromethane at 20℃; for 1.83333h; Elimination; dimerization;

tricyclohexyltin(IV) chloride (3091-32-5) → 1,2-dicyclohexyl disulfide (2550-40-5)

Conditions	Yield
With sulfur; cesium fluoride In N,N-dimethyl-formamide at 130℃; for 48h; Substitution;	80%
With sulfur; potassium fluoride In water; N,N-dimethyl-formamide at 150℃; for 22h;	50%

ferrocene (102-54-5) + 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)

Conditions	Yield
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.;	A 2% B 5% C 80% D 2%

Cyclohexanethiol (1569-69-3) + di-n-propyl phosphonate (1809-21-8) → 1,2-dicyclohexyl disulfide (2550-40-5) + S-cyclohexyl O,O-dipropyl thiophosphate

Conditions	Yield
With 1,3-dichloro-5,5-dimethylhydantoin In dichloromethane at 20℃; for 0.166667h;	A n/a B 80%

Cyclohexanethiol (1569-69-3) + 2-mercaptothiazole (5685-05-2) → 2,2'-di(thiazol-2-yl)disulfide (20362-54-3) + 1,2-dicyclohexyl disulfide (2550-40-5) + C9H13NS3

Conditions	Yield
With 4,6-di-tert-butyl-N-(tert-butyl)-o-aminophenol In acetonitrile at 20℃; for 4h; Electrochemical reaction;	A n/a B n/a C 72%

1-cyclohexyltho-2-triethylsilylethyne (1015423-93-4) → 1,4-Bis(triethylsilyl)buta-1,3-diyne (17047-96-0) + 1,2-dicyclohexyl disulfide (2550-40-5)

Conditions	Yield
With P(p-CH3OC6H4)3; rhodium hydrido (PEt3)3 complex In acetone for 2h; Heating;	A 71% B n/a

1-oxa-4-thiaspiro-<4,5>decan-2-one (1564-39-2) + benzene (71-43-2) → Cyclohexanethiol (1569-69-3) + 1,2-dicyclohexyl disulfide (2550-40-5) + cyclohexyl phenyl sulphide (7570-92-5) + 2-cyclohexylthioacetic acid (52363-15-2) + spiro-4'-one (141622-49-3) + <<1-(phenyl)-cyclohexyl>thio>acetic acid (141622-63-1)

Conditions	Yield
With aluminium trichloride for 24h; Product distribution; Mechanism; Ambient temperature; other arenes;	A 2% B 3% C 2% D 5% E 70% F 6%

sodium cyclohexanethiolate (50729-68-5) + benzenediazonium o-benzenedisulfonimide → 1,2-dicyclohexyl disulfide (2550-40-5) + cyclohexyl phenyl sulphide (7570-92-5) + sodium o-benzenedisulfonimide

Conditions	Yield
In methanol at 0 - 5℃; Dimerization; alkylthiodediazoniation;	A 11% B 67% C n/a

Cyclohexanethiol (1569-69-3) + allyl bromide (106-95-6) → 1,2-dicyclohexyl disulfide (2550-40-5) + (3-(cyclohexylthio)propylthio)cyclohexane (115412-67-4)

Conditions	Yield
With water; silica gel for 18h; Mechanism; regioselective reaction;	A n/a B 67%

cyclohexyl tosylate (953-91-3) → 1,2-dicyclohexyl disulfide (2550-40-5)

Conditions	Yield
With silica gel at 20℃; for 0.25h;	65%

Cyclohexanethiol (1569-69-3) + allyl bromide (106-95-6) → 1,2-dicyclohexyl disulfide (2550-40-5) + (1-(cyclohexylthio)propan-2-ylthio)cyclohexane

Conditions	Yield
With silica gel for 10h; Mechanism; regioselective reaction;	A n/a B 65%

cyclohexane (110-82-7) → 1,2-dicyclohexyl disulfide (2550-40-5)

Conditions	Yield
With sulfur; di-tert-butyl peroxide at 120℃; for 24h;	61%
With sulfur dichloride Irradiation;

Cyclohexanethiol (1569-69-3) + para-chlorotoluene (106-43-4) → 1,2-dicyclohexyl disulfide (2550-40-5) + (4-methylphenyl)cyclohexyl sulfane (59693-93-5)

Conditions	Yield
With caesium carbonate In dimethyl sulfoxide at 110℃; for 24h; Inert atmosphere; chemoselective reaction;	A n/a B 55%

Cyclohexanethiol (1569-69-3) + 4-bromobenzenecarbonitrile (623-00-7) → 1,2-dicyclohexyl disulfide (2550-40-5) + 4-cyanophenyl cyclohexyl sulfide (288588-24-9)

Conditions	Yield
With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; (1,2-dimethoxyethane)dichloronickel(II); triethylammonium bis(1,2-benzenediolato)phenylsilicate; 4,4'-di-tert-butyl-2,2'-bipyridine In N,N-dimethyl-formamide at 27℃; for 36h; Inert atmosphere; Irradiation;	A 6% B 46%

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

Conditions	Yield
With 4,6-di-tert-butyl-N-(tert-butyl)-o-aminophenol In acetonitrile at 20℃; for 4h; Electrochemical reaction;	A n/a B 46% C 40%

Cyclohexanethiol (1569-69-3) + thiophenol (108-98-5) → 1,2-dicyclohexyl disulfide (2550-40-5) + 1-cyclohexyl-2-phenyldisulfane (29627-27-8) + diphenyldisulfane (882-33-7)

Conditions	Yield
With 4,6-di-tert-butyl-N-(tert-butyl)-o-aminophenol In acetonitrile at 20℃; for 4h; Electrochemical reaction;	A n/a B 15% C 41%

C22H31FeN6S(1+)*C24H20B(1-) → 1,2-dicyclohexyl disulfide (2550-40-5) + S-cyclohexyl cyclohexane-1-sulfonothioate (4837-39-2)

Conditions	Yield
With oxygen In dichloromethane at 20℃; for 1h;	A 35% B 14%

cyclohexylmagnesium bromide (931-50-0) → 1,2-dicyclohexyl disulfide (2550-40-5) + ammonium S-cyclohexyl thiosulphate (76160-80-0)

Conditions	Yield
With tetrasulphure tetranitride In benzene Ambient temperature;	A 30% B 19%

disulfane (23550-45-0) + cyclohexene (110-83-8) → 1,2-dicyclohexyl disulfide (2550-40-5) + dicyclohexyl sulfide (7133-46-2) + hydrogen sulfide (7783-06-4)

Conditions	Yield
50°C; 15 h;	A 7.42% B 7.75% C 29.6%

1,2-dicyclohexyl disulfide (2550-40-5) + sodium 4-methylbenzenesulfonothioate (3753-27-3) → S-cyclohexyl 4-methylbenzenesulfonothioate (37556-51-7)

Conditions	Yield
With iodine In dichloromethane	99%

1,2-dicyclohexyl disulfide (2550-40-5) → cyclohexanesulfonyl chloride (4837-38-1)

Conditions	Yield
With dihydrogen peroxide; zirconium(IV) chloride In water; acetonitrile at 25℃; for 0.0166667h;	98%
With N,N,N',N'-tetrachlorobenzene-1,3-disulphonamide; tetrabutyl-ammonium chloride; water In acetonitrile at 0 - 20℃; for 0.333333h;	98%
With trichloroisocyanuric acid; tetrabutylammomium bromide; water In acetonitrile at 0 - 20℃; for 0.333333h;	98%

1,2-dicyclohexyl disulfide (2550-40-5) + C20H15NOS (1316303-52-2) → 3-(cyclohexylthio)-2,4-diphenyl-2,1-benzothiazine 2-oxide (1450818-82-2)

Conditions	Yield
Stage #1: C20H15NOS With n-butyllithium In tetrahydrofuran at -78℃; for 0.166667h; Inert atmosphere; Stage #2: 1,2-dicyclohexyl disulfide In tetrahydrofuran Inert atmosphere;	98%

1,2-dicyclohexyl disulfide (2550-40-5) + (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl phenylphosphinate (31352-60-0, 31352-61-1, 54353-18-3) → (Rp)-S-cyclohexyl O-menthyl phenylphosphonothioate

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In neat (no solvent) at 80℃; for 16h;	98%

1,2-dicyclohexyl disulfide (2550-40-5) + N,N-dimethyl-2-(2-phenylethynyl)aniline (54655-08-2) → 3-(cyclohexylthio)-1-methyl-2-phenyl-1H-indole (1346164-94-0)

Conditions	Yield
With iodine; iron In acetonitrile at 80℃; for 3h; Inert atmosphere;	97%

1,2-dicyclohexyl disulfide (2550-40-5) → S-cyclohexyl cyclohexane-1-sulfonothioate (4837-39-2)

Conditions	Yield
With 1H-imidazole; manganese(II) tetraphenylporphyrinate; tetra-n-butylammonium hydrogen monopersulfate In dichloromethane at 20℃; for 0.0166667h;	96%
With N2O4*polyvinylpyrrolidone In chloroform at 20℃; for 3h;	92%
With Oxone; potassium bromide In water; acetonitrile at 20℃; for 0.366667h;	90%

1,2-dicyclohexyl disulfide (2550-40-5) + hexamethyldistannane (661-69-8) → [CySSnMe3] (264926-03-6)

Conditions	Yield
In benzene Irradiation (UV/VIS); stirred at 35°C for 7 h;	95%
In benzene Irradiation (UV/VIS); stirred at 35°C for 4 h;	60%

1,2-dicyclohexyl disulfide (2550-40-5) + 4-methoxy-phenol (150-76-5) → C13H18O4S (59416-28-3)

Conditions	Yield
Stage #1: 1,2-dicyclohexyl disulfide With tetrabutyl-ammonium chloride; water; chloroamine-T In acetonitrile at 0℃; for 0.5h; Stage #2: 4-methoxy-phenol With triethylamine In acetonitrile at 0 - 20℃; for 1h;	95%

1,2-dicyclohexyl disulfide (2550-40-5) → cyclohexanesulfonyl bromide (42738-18-1)

Conditions	Yield
With N-Bromosuccinimide In water; acetonitrile at 20℃; for 3h;	94%
With sodium hypochlorite pentahydrate; acetic acid; sodium bromide for 0.25h;	92%

1,2-dicyclohexyl disulfide (2550-40-5) + sodium p-chlorobenzenesulphinate (14752-66-0) → S-cyclohexyl p-chlorobenzenethiosulfonate (361477-24-9)

Conditions	Yield
With iodine In dichloromethane at 20℃; for 2h;	93%

1,2-dicyclohexyl disulfide (2550-40-5) + 5-nitro-N-(2-(pyridin-2-yl)propan-2-yl)thiophene-2-carboxamide → 3-(cyclohexylthio)-5-nitro-N-(2-(pyridin-2-yl)propan-2-yl)thiophene-2-carboxamide

Conditions	Yield
With copper diacetate; sodium carbonate In 1,4-dioxane at 130℃; for 12h;	93%

carbon monoxide (201230-82-2) + 1,2-dicyclohexyl disulfide (2550-40-5) + diethylamine (109-89-7) → S-cyclohexyl-N,N-diethylcarbamate

Conditions	Yield
tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 120℃; under 38000 Torr; for 48h;	92%

1,2-dicyclohexyl disulfide (2550-40-5) + 4,4'-dimethoxyphenyl disulfide (5335-87-5) → 1-(cyclohexyldisulfanyl)-4-methoxybenzene (735269-14-4)

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 60℃; for 8h;	91%

1,2-dicyclohexyl disulfide (2550-40-5) → Cyclohexanethiol (1569-69-3)

Conditions	Yield
With tetrabutylammonium borohydride In tert-butyl alcohol for 5h; Heating;	90%
With cobalt-polysulfide at 150 - 185℃; under 47808 Torr; Hydrogenolyse;
With molybdenum-polysulfide at 150 - 185℃; under 47808 Torr; Hydrogenolyse;

1,2-dicyclohexyl disulfide (2550-40-5) + sodium benzenesulfonate (873-55-2) → S-cyclohexyl benzenesulfonothioate

Conditions	Yield
With iodine In dichloromethane for 22h;	90%
With iodine In dichloromethane at 20℃; for 10h;	89%
With N-Bromosuccinimide In acetonitrile at 20℃; for 15h;

1,2-dicyclohexyl disulfide (2550-40-5) + 4-aminotiophenol (1193-02-8) → 4-(cyclohexyldisulfanyl)aniline

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 60℃; for 8h;	90%

4-Methoxybenzenethiol (696-63-9) + 1,2-dicyclohexyl disulfide (2550-40-5) → 1-(cyclohexyldisulfanyl)-4-methoxybenzene (735269-14-4)

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 60℃; for 8h;	90%

4-Fluorothiophenol (371-42-6) + 1,2-dicyclohexyl disulfide (2550-40-5) → C12H15FS2

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 60℃; for 8h;	89%

1,2-dicyclohexyl disulfide (2550-40-5) + bis(4-fluorophenyl)disulfide (405-31-2) → C12H15FS2

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 60℃; for 8h;	89%

1,2-dicyclohexyl disulfide (2550-40-5) + p-Chlorothiophenol (106-54-7) → C12H15ClS2

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 60℃; for 8h;	88%

N,N-Dimethylpropargylamin (7223-38-3) + 1,2-dicyclohexyl disulfide (2550-40-5) → N-[(2Z)-2,3-bis(cyclohexylsulfanyl)-2-propenyl]-N,N-dimethylamine (1032739-15-3)

Conditions	Yield
Stage #1: 1,2-dicyclohexyl disulfide With bis(acetylacetonate)nickel(II); Dimethyl(phenyl)phosphine at 20℃; Inert atmosphere; Stage #2: N,N-Dimethylpropargylamin at 100℃; for 2h; Inert atmosphere; stereoselective reaction;	87%

1,2-dicyclohexyl disulfide (2550-40-5) + (2,4,6-trimethylbenzoyl)diphenylphosphine oxide (75980-60-8) → C16H22OS + diphenylphosphinothioic acid S-cyclohexyl ester

Conditions	Yield
In dichloromethane at 20℃; for 6h; Inert atmosphere; Sealed tube; Irradiation;	A 43 %Spectr. B 87%

1,2-dicyclohexyl disulfide (2550-40-5) + sodium 4-methylbenzenesulfinate (824-79-3) → S-cyclohexyl 4-methylbenzenesulfonothioate (37556-51-7)

Conditions	Yield
With iodine at 40℃; for 9h;	86%
With iodine In dichloromethane at 25℃; Inert atmosphere;

indole (120-72-9) + 1,2-dicyclohexyl disulfide (2550-40-5) → 3-(cyclohexylthio)-1H-indole (1210054-37-7)

Conditions	Yield
With iodine In ethanol at 20℃; for 12h;	86%
With iron(III) trifluoride; iodine In acetonitrile at 80℃; for 36h; regioselective reaction;	81%

Upstream product

• 1569-69-3 Cyclohexanethiol 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 856809-29-5 3-cyclohexanesulfinyl-propionic acid 
• 108-94-1 cyclohexanone 
• 110-83-8 cyclohexene 
• 177-58-2 2,2,4,4,6,6-tris(pentamethylene)-1,3,5-trithiane 
• 110-82-7 cyclohexane 
• 108-85-0 1-bromocyclohexane 
• 1121-30-8 1-hydroxy-2(1H)-pyridinethione 
• 104473-83-8 2-phenyl-1,2-benzioselenazol-3(2H)-one selenoxide 
• 106-42-3 para-xylene 
• 1564-39-2 1-oxa-4-thiaspiro-<4,5>decan-2-one 
• 93394-70-8 cyclohexyl(4-methoxybenzyl)sulfide 
• 931-50-0 cyclohexylmagnesium bromide 

Downstream Products

• 77636-97-6 N,N'-bis-benzenesulfonyl-cyclohexanesulfinamidine 
• 1569-69-3 Cyclohexanethiol 
• 4837-39-2 S-cyclohexyl cyclohexane-1-sulfonothioate 
• 108878-62-2 S-cyclohexyl cyclohexane-1-sulfinothioate 
• 4837-38-1 cyclohexanesulfonyl chloride 
• 70550-12-8 S-cyclohexyl O,O-diphenyl phosphorothioate 
• 6476-52-4 cyclohexyl(trifluoromethyl)sulfane 
• 143463-34-7 [(R)-1-(2-Cyclohexylsulfanyl-phenyl)-ethyl]-dimethyl-amine 
• 40952-48-5 C₆H₁₁BrS 
• 68483-71-6 chloromethyl cyclohexyl sulphide 
• 110-83-8 cyclohexene 
• 6922-46-9 cyclohexanesulfonic acid 

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The efficient and straightforward syntheses of silylthioethers and disulfides are presented. The synthetic methodologies are based on new rhodium complexes containing bulky N-heterocyclic carbene (NHC) ligands that turned out to be efficient catalysts in thiol and thiol-silane coupling reactions. These green protocols, which use easily accessible reagents, allow obtaining compounds containing S-Si and S-S bonds in solvent-free conditions. Additionally, preliminary tests on coupling of mono- and octahydro-substituted spherosilicates with selected thiols have proved to be very promising and showed that these catalytic systems can be used for the synthesis of a novel class of functionalized silsesquioxane derivatives.

Substituted o-Aminophenols as Redox-Mediators in the Thiol Oxidation to Unsymmetrical Disulfides

A number of substituted o-aminophenols has been investigated as redox mediators of the thiol oxidation to disulfides. The electrooxidation of o-aminophenols leads to the corresponding o-iminobenzoquinones. These compounds react with thiols in the solution with a formation of disulfides. It was established that the use of 4,6-di-tert-butyl-2-(tert-butylamino)phenol as a redox mediator can reduce the overpotential of the thiol oxidation by 0.2-1.4 V depending on the nature of the coupling thiols. The unsymmetrical disulfides with alkyl, aryl, and heteroaryl substituents were obtained as the result of the indirect electrosynthesis.