S-cyclohexyl ethanethioate
Cyclohexanethiol
Conditions | Yield |
---|---|
With palladium diacetate In methanol for 1h; Heating; | 96% |
With polymer-supported potassium thiophenolate In tetrahydrofuran; methanol at 20℃; for 2.5h; | 94% |
With potassium hydroxide |
dimethyl amine
A
Cyclohexanethiol
B
pentacarbonyl[(N,N-dimethylamino)(phenyl)carbene]chromium(0)
Conditions | Yield |
---|---|
With sodium hydroxide In diethyl ether under inert gas; soln. of Cr-complex ether, addn. of 40% aq. Me2NH soln., addn. of NaOH, color change from deep brown to yellow; ether phase dried (Na2SO4), evapn. (20°C/15 Torr); elem. anal.; | A n/a B 92% |
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; |
S-Cyclohexylisothiuroniumbromid
Cyclohexanethiol
Conditions | Yield |
---|---|
In water; acetic acid electroreduction on Hg-cathode, 0.8 A; | 81% |
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 dicyclohexyl sulfide; hydrogen sulfide In acetonitrile at 25℃; for 2h; Reagent/catalyst; Electrolysis; | 77% |
With hydrogen sulfide; boron trifluoride; pentane at 30 - 40℃; weitere Reagenzien: fluessiger HF, Phosphorsaeure; | |
With hydrogen sulfide; boron trifluoride; pentane at 30 - 40℃; weitere Reagenzien: fluessiger HF, Phosphorsaeure; |
Conditions | Yield |
---|---|
With n-butyllithium In diethyl ether at 25℃; for 6h; | 73% |
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% |
Cyclohexanethiol
Conditions | Yield |
---|---|
With naphthalene; lithium In tetrahydrofuran; methanol at 20℃; for 1.5h; | 51% |
cyclohexylamine
A
Cyclohexanethiol
B
cyclohexylcyclohexane
C
cyclohexane
D
1,2-dicyclohexyl disulfide
E
dicyclohexyl sulfide
F
cyclohexene
Conditions | Yield |
---|---|
With hydrogen sulfide; hydrogen; sulphided Ni-W at 300℃; for 6h; Product distribution; Heating; | A 4.9% B 0.03% C 0.6% D 0.8% E 0.04% F 0.3% G n/a |
aniline
A
Cyclohexanethiol
B
cyclohexylcyclohexane
C
cyclohexane
D
diphenylamine
E
cyclohexene
F
benzene
Conditions | Yield |
---|---|
With hydrogen sulfide; hydrogen; sulphided Ni-W at 300℃; under 116259 Torr; for 6h; Product distribution; Heating; | A 0.27% B 0.002% C 0.14% D 1.7% E 0.03% F 0.04% |
Conditions | Yield |
---|---|
With carbon oxide sulfide at 20 - 25℃; for 6h; Product distribution; Irradiation; other monoatomic sulfur traps, other cosolvents; | 0.187% |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride |
Conditions | Yield |
---|---|
With pyridine; chlorine Irradiation.Abtrennen der bei 80grad/4 Torr fluechtigen Anteile des Reaktionsprodukts und Erhitzen des Rueckstands mit aethanol. KOH; |
Conditions | Yield |
---|---|
With ethanol; potassium hydrosulfide | |
Multi-step reaction with 2 steps 1: alcohol 2: NH3; absolute alcohol View Scheme |
S-cyclohexyl O-ethyl carbonodithioate
Cyclohexanethiol
Conditions | Yield |
---|---|
With ethanol; ammonia |
Conditions | Yield |
---|---|
With sulfur Behandeln des Reaktionsprodukts mit angesaeuertem Wasser; |
cyclohexylmercapto-fumaric acid
ethylene glycol
A
Cyclohexanethiol
B
2-cyclohexylmercapto-acrylic acid
C
2-oxo-propionic acid
Conditions | Yield |
---|---|
folgende Hydrolyse; |
Conditions | Yield |
---|---|
With hydrogen bromide Umsetzung bei Siedetemperatur und Kochen der mit NaOH neutralisierten Reaktionsloesung unter Stickstoff; |
Conditions | Yield |
---|---|
With hydrogen sulfide at 300 - 360℃; beim Leiten ueber ThO2; |
Conditions | Yield |
---|---|
With hydrogenchloride; tin |
cyclohexyl phenyl sulphide
A
dibenzothiophene
B
Cyclohexanethiol
C
phenyl(propyl)sulfide
D
Ethyl phenyl sulfide
E
diphenyl sulfide
F
diphenyldisulfane
Conditions | Yield |
---|---|
under 1 Torr; Product distribution; plasma desulfurization: 10-100 W; | A 2 % Chromat. B 2 % Chromat. C n/a D n/a E 7 % Chromat. F 7 % Chromat. |
Cyclohexanecarboxylic acid 2-thioxo-2H-pyridin-1-yl ester
Cyclohexanethiol
Conditions | Yield |
---|---|
With sulfur; sodium tetrahydroborate 1) CH2Cl2, irradiation, 0 deg C, 1 h, 2) MeOH, CH2Cl2, RT, 1 h; Yield given. Multistep reaction; |
3-methyl-1,2,5-thiadiazole
cyclohexylmagnesium bromide
A
3-methyl-[1,2,5]selenadiazole
B
Cyclohexanethiol
C
dicyclohexyl sulfide
D
3-cyclohexyl-4-methyl-1,2,5-selenadiazole
Conditions | Yield |
---|---|
With sulenium monochloride 1.) ether, -40 deg C, 2 h, 2.) ether, 3 h; Yield given. Multistep reaction. Yields of byproduct given; |
1,2,5-thiadiazole
cyclohexylmagnesium bromide
A
Cyclohexanethiol
B
dicyclohexyl sulfide
C
3-Cyclohexyl-[1,2,5]selenadiazole
D
1,2,5-selenadiazole
Conditions | Yield |
---|---|
With sulenium monochloride 1.) ether, -40 deg C, 2 h, 2.) ether, 3 h; Yield given. Multistep reaction. Yields of byproduct given; |
Conditions | Yield |
---|---|
With palladium diacetate; thioacetate exchange resin 1.) MeOH, 65 deg C, 18 h, 2.) MeOH, reflux, 1 h; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
at 150℃; under 73550.8 Torr; |
Conditions | Yield |
---|---|
at 150℃; under 73550.8 Torr; |
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
tetramethyl ammoniumhydroxide
Cyclohexanethiolatetetramethyl-ammonium;
Conditions | Yield |
---|---|
In benzene at 6 - 10℃; for 1h; | 100% |
Conditions | Yield |
---|---|
In methanol for 7h; Heating; | 100% |
Conditions | Yield |
---|---|
In further solvent(s) byproducts: H2; dry thiol was condensed on to cooled solid Ga2Br4 in vac., warmed for 5min; crystd. on standing; | 100% |
Conditions | Yield |
---|---|
In further solvent(s) thiol was condensed on to cooled solid In2I4 in vac., warmed for 12 h; | 100% |
Conditions | Yield |
---|---|
In further solvent(s) byproducts: H2; dry thiol was condensed on to cooled solid Ga2I4 in vac., warmed for 5 min; crystd. on standing; | 100% |
Conditions | Yield |
---|---|
In further solvent(s) thiol was condensed on to cooled solid In2Br4 in vac., warmed for 12 h; | 100% |
Conditions | Yield |
---|---|
In further solvent(s) byproducts: H2; dry thiol was condensed on to cooled solid Ga2Cl4 in vac., warmed for 5min; crystd. on standing; | 100% |
Conditions | Yield |
---|---|
In further solvent(s) thiol was condensed on to cooled solid In2Cl4 in vac., warmed for 12 h; | 100% |
Cyclohexanethiol
ethyl 2-bromo-4-(trifluoromethyl)oxazole-5-carboxylate
ethyl 2-(cyclohexylthio)-4-trifluoromethyloxazole-5-carboxylate
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran at 80℃; for 5h; | 100% |
With potassium carbonate In tetrahydrofuran; water | 100% |
3-isobutylglutaric anhydride
Cyclohexanethiol
(-)-3-cyclohexylsulfanylcarbonylmethyl-5-methyl-hexanoic acid
Conditions | Yield |
---|---|
In tert-butyl methyl ether at 20℃; for 72h; Product distribution / selectivity; Inert atmosphere; | 100% |
Cyclohexanethiol
but-3-enyl 4-methylbenzenesulfonate
but-3-en-1-yl(cyclohexyl)sulfane
Conditions | Yield |
---|---|
Stage #1: Cyclohexanethiol With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: but-3-enyl 4-methylbenzenesulfonate In N,N-dimethyl-formamide at 0 - 20℃; for 20h; Inert atmosphere; | 100% |
Cyclohexanethiol
sodium cyclohexanethiolate
Conditions | Yield |
---|---|
With sodium In ethanol at 20℃; for 3h; Inert atmosphere; | 100% |
With sodium hydride In tetrahydrofuran; paraffin oil at 0 - 20℃; Inert atmosphere; | |
With sodium hydride In tetrahydrofuran |
Conditions | Yield |
---|---|
With N-Bromosuccinimide In dichloromethane at 0 - 25℃; for 1h; | 100% |
With N-Bromosuccinimide In ethyl acetate at 20℃; for 0.5h; Sonication; Green chemistry; | 97% |
With N-Bromosuccinimide at 0 - 25℃; for 12h; | 86% |
Conditions | Yield |
---|---|
With hydrogen bromide; acetic acid at 20℃; | 100% |
Cyclohexanethiol
(5-bromothiazol-2-yl)methylcarbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In toluene; tert-butyl alcohol at 110℃; for 18h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 20℃; for 2h; | 100% |
Conditions | Yield |
---|---|
In neat (no solvent) at 60℃; for 3h; Catalytic behavior; Solvent; Green chemistry; | 99.6% |
Conditions | Yield |
---|---|
With lithium bromide at 75 - 80℃; for 0.333333h; | 99% |
With lithium trifluoromethanesulfonate at 90℃; for 0.833333h; Alkylation; | 99% |
With lithium trifluoromethanesulfonate at 90℃; for 0.8h; | 99% |
With eosin y at 20℃; for 12h; Irradiation; Schlenk technique; Inert atmosphere; | 99% |
With polyphosphoric acid trimethylsilyl ester In dichloromethane at 20℃; for 2h; | 91% |
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine)platinum In acetonitrile at 120℃; under 22800 Torr; for 2h; Product distribution; reactant ratio dependence; | 99% |
tetrakis(triphenylphosphine)platinum In acetonitrile at 120℃; under 22501.8 Torr; for 2h; | 99% |
Cyclohexanethiol
4-Iodoacetophenone
1-(4-cyclohexylmercapto-phenyl)-ethanone
Conditions | Yield |
---|---|
With potassium phosphate; copper(l) iodide; L-proline In N,N-dimethyl-formamide at 80℃; for 40h; | 99% |
With CuMoO4; caesium carbonate In dimethyl sulfoxide at 30℃; for 7h; Inert atmosphere; | 91% |
Conditions | Yield |
---|---|
With (R)-1-[(SP)-2-(dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine; palladium diacetate; sodium t-butanolate In 1,2-dimethoxyethane at 70℃; for 6h; Inert atmosphere; | 99% |
With pyridine; zinc; CoI2(dppe) In toluene at 70℃; for 10h; | 91% |
With pyridine; (1,2-dimethoxyethane)dichloronickel(II); Ir[dF(CF3)ppy]2(dtbbpy)PF6; 4,4′-di-(tert-butyl)-2,2′-bipyridyl In acetonitrile at 23 - 25℃; for 24h; Irradiation; chemoselective reaction; | 88% |
Cyclohexanethiol
(2R-trans)-2-<<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-methyl>-2,3-dihydro-3-hydroxy-4H-pyran-4-one
Conditions | Yield |
---|---|
With caesium carbonate In tetrahydrofuran at 0℃; for 0.166667h; | 99% |
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; zinc(II) chloride In dichloromethane at 20℃; for 1.5h; | 99% |
Cyclohexanethiol
2-methylphenyl bromide
2-methylphenyl cyclohexyl sulfide
Conditions | Yield |
---|---|
With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); N-ethyl-N,N-diisopropylamine In toluene for 6h; Inert atmosphere; Reflux; | 99% |
With [(C6H3(OP(i-Pr)2)2)RhHCl]; sodium t-butanolate In toluene at 110℃; for 24h; Sealed tube; Inert atmosphere; | 30 %Spectr. |
Cyclohexanethiol
ethyl 2-butoxy-3,4-dihydro-6-phenyl-2H-pyran-5-carboxylate
ethyl 2-benzoyl-5,5-bis(cyclohexylthio)pentanoate
Conditions | Yield |
---|---|
With manganese(II) bromide In nitromethane at 80℃; for 6h; | 99% |
Cyclohexanethiol
1-chloro-2-methylnaphthalene
cyclohexyl(2-methylnaphthalen-1-yl)sulfane
Conditions | Yield |
---|---|
Stage #1: 1-chloro-2-methylnaphthalene With dichloro[1,3-bis(2,6-di-3-pentylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II); lithium isopropoxide In toluene at 80℃; for 0.5h; Inert atmosphere; Stage #2: Cyclohexanethiol With potassium tert-butylate In toluene at 40℃; for 24h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With tris(2,2′-bipyrazine-N1,N1′)ruthenium(II) hexafluorophosphate In acetonitrile for 8h; Sealed tube; Irradiation; | 99% |
With Benzoylformic acid In tetrahydrofuran for 4h; Irradiation; Green chemistry; | 98% |
With zinc diacetate In toluene at 100℃; for 36h; regioselective reaction; | 79% |
Cyclohexanethiol
Triethoxysilane
S-cyclohexyl O,O,O-triethyl orthosilicothioate
Conditions | Yield |
---|---|
With [RuCl(η5-(3-phenyl)indenyl)(PPh3)2] In toluene at 110℃; for 16h; Glovebox; | 99% |
Cyclohexanethiol
4-bromobenzenecarbonitrile
4-cyanophenyl cyclohexyl sulfide
Conditions | Yield |
---|---|
With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; (1,2-dimethoxyethane)dichloronickel(II); diisopropylammonium bis(catecholato)(3-mercaptopropyl)silicate; 4,4'-di-tert-butyl-2,2'-bipyridine In N,N-dimethyl-formamide at 27℃; for 36h; Reagent/catalyst; Irradiation; Inert atmosphere; | 99% |
IUPAC Name: Cyclohexanethiol
Molecular Formula: C6H12S
Molecular Weight: 116.22g/mol
EINECS: 216-378-7
Density: 0.93 g/cm3
Melting Point: -30 °C
Boiling Point: 157.9 °C at 760 mmHg
Flash Point: 43.3 °C
Solubility: insoluble
Appearance: clear liquid
Liansport Information: 180kgs
Sensitive: air sensitive/stench
Storage Temperature: flammables area
Freely Rotating Bonds: 1
Polar Surface Area: 25.3 Å2
Index of Refraction: 1.487
Molar Refractivity: 35.61 cm3
Molar Volume: 123.7 cm3
Polarizability: 14.11× 10-24 cm3
Surface Tension: 30.8 dyne/cm
Enthalpy of Vaporization: 37.06 kJ/mol
Vapour Pressure: 3.49 mmHg at 25°C
The chemical synonyms of Cyclohexylmercaptan (1569-69-3) are Cyclohexyl thiol ; cyclohexylthiol ; Cyklohexanthiol ; Cyklohexylmerkaptan ; Cyklohexylmerkaptan(czech) ; Mercaptancyclohexylique ; Thiocyclohexane ; Mercaptocyclohexane .The molecular structure of Cyclohexylmercaptan (1569-69-3) is .
Cyclohexylmercaptan (1569-69-3) is used as anti-coke agent Cyclohexyl thio-phthalimide intermediate.
1. | skn-rbt 2 mg/24H SEV | 85JCAE Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,984. | ||
2. | eye-rbt 500 mg/24H MLD | 85JCAE Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,984. |
Reported in EPA TSCA Inventory.
An eye and severe skin irritant. When heated to decomposition it emits toxic fumes of SOx. See also MERCAPTANS.
Hazard Codes: Xn,F,Xi,N
Xn: Harmful
Xi: Irritant
F: Highly Flammable
N: Dangerous for the environment
Risk Statements: 10-20/22-51/53-36/37/38
10: Flammable
20/22: Harmful by inhalation and if swallowed
36/37/38: Irritating to eyes, respiratory system and skin
51/53: Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
Safety Statements: 36/37/39-57-37/39-26-16
16: Keep away from sources of ignition - No smoking
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
37/39: Wear suitable gloves and eye/face protection
57: Use appropriate container to avoid environmental contamination
HazardClass: 3
NIOSH REL: (Cyclohexanethiol) CL 0.5 ppm/15M
DOT Classification: 3; Label: Flammable Liquid
It may cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution. It easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. Its extinguishing agents is carbon dioxide, water, foam and dry powder.
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