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% |
Conditions | Yield |
---|---|
With bis-(benzotriazol-1-yl)selenide In dichloromethane for 3h; | A n/a B 92% |
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% |
1,2-dicyclohexyl disulfide
Conditions | Yield |
---|---|
With iodine In dichloromethane for 2h; Heating; | 89% |
Conditions | Yield |
---|---|
With indium(III) oxide; ammonia; water; sulfur In ethanol at 60℃; Green chemistry; | 89% |
Conditions | Yield |
---|---|
With tetrachloromethane; water; triethylamine In glycerol at 50℃; for 24h; | 87% |
With sodium carbonate In water; acetonitrile at 80℃; for 12h; | 70% |
Conditions | Yield |
---|---|
With sodium thiosulfate | 85% |
1,2-dicyclohexyl disulfide
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% |
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
1-oxa-4-thiaspiro-<4,5>decan-2-one
A
1,2-dicyclohexyl disulfide
B
2-cyclohexylthioacetic acid
C
5',8'-dimethylspiro-4'-one
D
<<1-(2',5'-dimethylphenyl)cyclohexyl>thio>acetic acid
Conditions | Yield |
---|---|
With aluminium trichloride for 24h; Ambient temperature; Further byproducts given; | A 3% B 4% C 80% D 5% |
cyclohexyl(4-methoxybenzyl)sulfane
A
1,2-dicyclohexyl disulfide
B
4-methoxy-benzaldehyde
C
p-methoxybenzyl chloride
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
1,2-dicyclohexyl disulfide
Conditions | Yield |
---|---|
With air In chloroform at 20℃; for 0.416667h; | 80% |
In dichloromethane at 20℃; for 1.83333h; Elimination; dimerization; |
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
1-oxa-4-thiaspiro-<4,5>decan-2-one
A
Cyclohexanethiol
D
1,2-dicyclohexyl disulfide
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% |
Conditions | Yield |
---|---|
With 1,3-dichloro-5,5-dimethylhydantoin In dichloromethane at 20℃; for 0.166667h; | A n/a B 80% |
Cyclohexanethiol
2-mercaptothiazole
A
2,2'-di(thiazol-2-yl)disulfide
B
1,2-dicyclohexyl disulfide
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
A
1,4-Bis(triethylsilyl)buta-1,3-diyne
B
1,2-dicyclohexyl disulfide
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
benzene
A
Cyclohexanethiol
B
1,2-dicyclohexyl disulfide
C
cyclohexyl phenyl sulphide
D
2-cyclohexylthioacetic acid
E
spiro-4'-one
F
<<1-(phenyl)-cyclohexyl>thio>acetic acid
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
A
1,2-dicyclohexyl disulfide
B
cyclohexyl phenyl sulphide
Conditions | Yield |
---|---|
In methanol at 0 - 5℃; Dimerization; alkylthiodediazoniation; | A 11% B 67% C n/a |
Cyclohexanethiol
allyl bromide
A
1,2-dicyclohexyl disulfide
B
(3-(cyclohexylthio)propylthio)cyclohexane
Conditions | Yield |
---|---|
With water; silica gel for 18h; Mechanism; regioselective reaction; | A n/a B 67% |
Conditions | Yield |
---|---|
With silica gel at 20℃; for 0.25h; | 65% |
Conditions | Yield |
---|---|
With silica gel for 10h; Mechanism; regioselective reaction; | A n/a B 65% |
Conditions | Yield |
---|---|
With sulfur; di-tert-butyl peroxide at 120℃; for 24h; | 61% |
With sulfur dichloride Irradiation; |
Cyclohexanethiol
para-chlorotoluene
A
1,2-dicyclohexyl disulfide
B
(4-methylphenyl)cyclohexyl sulfane
Conditions | Yield |
---|---|
With caesium carbonate In dimethyl sulfoxide at 110℃; for 24h; Inert atmosphere; chemoselective reaction; | A n/a B 55% |
Cyclohexanethiol
4-bromobenzenecarbonitrile
A
1,2-dicyclohexyl disulfide
B
4-cyanophenyl cyclohexyl sulfide
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
2-propanethiol
A
diisopropyl sulfide
B
1,2-dicyclohexyl disulfide
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
thiophenol
A
1,2-dicyclohexyl disulfide
B
1-cyclohexyl-2-phenyldisulfane
C
diphenyldisulfane
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% |
Conditions | Yield |
---|---|
With oxygen In dichloromethane at 20℃; for 1h; | A 35% B 14% |
cyclohexylmagnesium bromide
A
1,2-dicyclohexyl disulfide
B
ammonium S-cyclohexyl thiosulphate
Conditions | Yield |
---|---|
With tetrasulphure tetranitride In benzene Ambient temperature; | A 30% B 19% |
disulfane
cyclohexene
A
1,2-dicyclohexyl disulfide
B
dicyclohexyl sulfide
C
hydrogen sulfide
Conditions | Yield |
---|---|
50°C; 15 h; | A 7.42% B 7.75% C 29.6% |
1,2-dicyclohexyl disulfide
sodium 4-methylbenzenesulfonothioate
S-cyclohexyl 4-methylbenzenesulfonothioate
Conditions | Yield |
---|---|
With iodine In dichloromethane | 99% |
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
C20H15NOS
3-(cyclohexylthio)-2,4-diphenyl-2,1-benzothiazine 2-oxide
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
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl phenylphosphinate
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) In neat (no solvent) at 80℃; for 16h; | 98% |
1,2-dicyclohexyl disulfide
N,N-dimethyl-2-(2-phenylethynyl)aniline
3-(cyclohexylthio)-1-methyl-2-phenyl-1H-indole
Conditions | Yield |
---|---|
With iodine; iron In acetonitrile at 80℃; for 3h; Inert atmosphere; | 97% |
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% |
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% |
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
cyclohexanesulfonyl bromide
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
sodium p-chlorobenzenesulphinate
S-cyclohexyl p-chlorobenzenethiosulfonate
Conditions | Yield |
---|---|
With iodine In dichloromethane at 20℃; for 2h; | 93% |
1,2-dicyclohexyl disulfide
Conditions | Yield |
---|---|
With copper diacetate; sodium carbonate In 1,4-dioxane at 130℃; for 12h; | 93% |
Conditions | Yield |
---|---|
tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 120℃; under 38000 Torr; for 48h; | 92% |
1,2-dicyclohexyl disulfide
4,4'-dimethoxyphenyl disulfide
1-(cyclohexyldisulfanyl)-4-methoxybenzene
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at 60℃; for 8h; | 91% |
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; |
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; |
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at 60℃; for 8h; | 90% |
4-Methoxybenzenethiol
1,2-dicyclohexyl disulfide
1-(cyclohexyldisulfanyl)-4-methoxybenzene
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at 60℃; for 8h; | 90% |
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at 60℃; for 8h; | 89% |
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at 60℃; for 8h; | 89% |
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at 60℃; for 8h; | 88% |
N,N-Dimethylpropargylamin
1,2-dicyclohexyl disulfide
N-[(2Z)-2,3-bis(cyclohexylsulfanyl)-2-propenyl]-N,N-dimethylamine
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
(2,4,6-trimethylbenzoyl)diphenylphosphine oxide
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 6h; Inert atmosphere; Sealed tube; Irradiation; | A 43 %Spectr. B 87% |
1,2-dicyclohexyl disulfide
sodium 4-methylbenzenesulfinate
S-cyclohexyl 4-methylbenzenesulfonothioate
Conditions | Yield |
---|---|
With iodine at 40℃; for 9h; | 86% |
With iodine In dichloromethane at 25℃; Inert atmosphere; |
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% |
Product Name: Cyclohexyl disulfide (CAS NO.2550-40-5)
Molecular Formula: C12H22S2
Molecular Weight: 230.43g/mol
Mol File: 2550-40-5.mol
Einecs: 219-851-6
Boiling point: 331.2 °C at 760 mmHg
Flash Point: 170.8 °C
Density: 1.046 g/mL at 25 °C(lit.)
Refractive index: n20/D 1.545(lit.)
Surface Tension: 40.7 dyne/cm
Enthalpy of Vaporization: 55.1 kJ/mol
Vapour Pressure: 0.000305 mmHg at 25°C
XLogP3-AA: 4.5
H-Bond Donor: 0
H-Bond Acceptor: 0
Product Categories: Sulfide Flavor
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Cyclohexyl disulfide (CAS NO.2550-40-5) can be used as edible spices, it also can be used to dye, medicine, pesticide, organic synthesis, etc.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rat | LDLo | oral | 2gm/kg (2000mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" SKIN AND APPENDAGES (SKIN): HAIR: OTHER | Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 15(Suppl, |
Moderately toxic by ingestion. When heated to decomposition it emits toxic vapors of SOx.
Safety Information of Cyclohexyl disulfide (CAS NO.2550-40-5):
Hazard Codes: Xi
Risk Statements: 36/37/38
36: Irritating to the eyes
37: Irritating to the respiratory system
38: Irritating to the skin
Safety Statements: 26-37/39
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
37: Wear suitable gloves
39: Wear eye/face protection
Cyclohexyl disulfide ,its CAS NO. is 2550-40-5,the synonyms is Cyclohexyldisulphide ; Dicyclohexyl disulfide ; Dicyclohexyl disulphide ; Fema 3448 ; Bis(cyclohexyl)disulfide ; Disulfide,dicyclohexyl ; Dicyclohexyl disulfide 94+% .
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