7133-46-2

Usage

Uses

Used in Pharmaceutical and Agrochemical Production:
Dicyclohexyl sulphide is utilized as a synthetic intermediate in the manufacturing process of various pharmaceuticals and agrochemicals. Its unique properties make it a valuable component in the synthesis of these products.
Used in Organic and Pharmaceutical Applications as a Solvent:
dicyclohexyl sulphide serves as a solvent in a range of organic and pharmaceutical applications, where its ability to dissolve certain substances is leveraged to facilitate chemical reactions or processes.
Used in Asymmetric Catalysis:
Dicyclohexyl sulphide is employed as a chiral ligand in asymmetric catalysis, which is crucial for the selective formation of desired enantiomers in chemical reactions. This selective synthesis is important in producing pure compounds with specific biological activities.
Used in the Production of Polyvinyl Chloride (PVC) as a Stabilizer:
In the plastics industry, dicyclohexyl sulphide is used as a stabilizer in the production of polyvinyl chloride. Its inclusion helps to prevent the degradation of PVC, thereby enhancing the material's stability and longevity.

InChI:InChI=1/C12H22S/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h11-12H,1-10H2

Upstream product

• 83859-40-9 dicyclohexyl tetrasulfide 
• 110-83-8 cyclohexene 
• 108-85-0 1-bromocyclohexane 
• 1569-69-3 Cyclohexanethiol 
• 506-96-7 Acetyl bromide 
• 110-82-7 cyclohexane 
• 16660-57-4 trans-Di(2-chlorocyclohexyl) sulfide 
• 100-99-2 triisobutylaluminum 
• 5728-06-3 3-methyl-1,2,5-thiadiazole 
• 931-50-0 cyclohexylmagnesium bromide 
• 288-39-1 1,2,5-thiadiazole 
• 108-91-8 cyclohexylamine 
• 109-89-7 diethylamine 
• 31614-76-3 bis-(4-chloro-phenyl)-tetrasulfide 

Downstream Products

• 28797-07-1 dicyclohexyl sulfone 
• 13284-97-4 dicyclohexyl sulphoxide 
• 4475-54-1 2,4-Dinitrophenylcyclohexylthioether 

Relevant academic research and scientific papers

Thiolation of cycloalkenes C5, C6 by redox-activation of hydrogen sulfide

Direct and indirect redox-activation of H2S in the presence of cyclopentene or cyclohexene in MeCN at 25?°C affords the corresponding cycloalkanethiols.

Melamine-(H2SO4)3/melamine-(HNO3)3 instead of H2SO4/HNO3: A safe system for the fast oxidation of thiols and sulfides under solvent-free conditions

Melamine reacted with neat sulfuric acid and fuming nitric acid readily to form two new organic solid acids, namely melamine-(H2SO4)3 and melamine-(HNO3)3. Mixture of them acts as a unique powerful system instead of a hazardous H2SO4/HNO3 system for the direct oxidation of thiols. Also, this system can oxidize the sulfides in the presence of a catalytic amount of KBr and few drops of water. This procedure offers advantages such as very low reaction time, simple work-up, excellent yield and matching with some green chemistry protocols.

The deoxygenation of sulfoxide mediated by the Ph3P/Lewis acid combination and the application to the kinetic resolution of racemic phosphines using optically active sulfoxide

It was found that the combination of Ph3P/TiCl4 was an effective promoter for the deoxygenation of sulfoxides and gave the corresponding sulfides in good yield (up to 97%) under mild conditions. This method was applied to the reaction between racemic phosphines and (R)-methyl p-tolyl sulfoxide, and it was found that the kinetic resolution was achieved in moderate selectivities.

FUNCTIONALIZATION OF SATURATED HYDROCARBONS IN THE PRESENCE OF APROTIC ORGANIC SUPERACIDS. 2. SINGLE-STAGE SYNTHESIS OF THIOESTERS R1CO-SR FROM n-ALKANES OR CYCLOALKANES (RH), ELEMENTAL SULFUR, AND COMPLEXES R1COBr*2AlBr3

It has been found for the first time that n-alkanes and cycloalkanes (RH) can interact with elemental sulfur at ca. 20 deg C.These reactions go forward in the presence of aprotic organic superacids with the composition R1CO-SR in satisfactory yields.

Enantio- and Diastereoselective α-Metallation of Prochiral Sulfoxides by (+)-Menthyllithium

Six out of ten prochiral dialkyl sulfoxides 3 with diastereotopic α methylene protons were stereoselectively metallated by (+)-menthyllithium (11) to yield two diastereomeric pairs of enriched enantiomers 29 after the reaction with benzophenone.The maximum e.e. was 40percent.Dicyclohexyl sulfoxide (3c) was deprotonated enantioselectively with an e.e of 30percent. 2-Bornyllithium (21) was unsuccesful as a chiral base and was shown for the first time to contain 4percent of isobornyllithium (22).The reactions were performed in pentane at -80 deg C; in diethyl ether and THF the e.e's were only slightly higher, and at higher temperatures the selectivity was rapidly decreasing.It was shown that racemization takes place by an intermolecular transmetallation reaction.The structure of 29f (n = 3) was elucidated by an X-ray analysis.Key Words: (+)-Menthyllithium, stereoselective metallation with/ Prochiral sulfoxides, enantio- and diastereoselective α-deprotonation of / 2-Bornyllithium, content of isobornyllithium in / Racemization, mechanism by intermolecular transmetallation/ e.e., temperature dependence of

NEW SYNTHESIS OF 1,2,5-SELENADIAZOLES

A new synthesis of 1,2,5-selenadiazoles which starts from unsubstituted or monosubstituted 1,2,5-thiadiazoles and Grignard reagents is described and the mechanism of the reaction discussed.

FORMATION OF SULPHUR COMPOUNDS DURING THE HYDRODENITROGENATION OF ANILINE, CYCLOHEXYLAMINE, BENZYLAMINE, AND 2-PHENYLETHYLAMINE ON A NICKEL-TUNGSTEN CATALYST IN THE PRESENCE OF HYDROGEN SULPHIDE

Hydrodenitrogenations of aniline, cyclohexylamine, benzylamine, and 2-phenylethylamine were performed on a sulphided nickel-tungsten catalyst at 300 deg C in an autoclave filled with hydrogen in the absence and in the presence of hydrogen sulphide.Due to the presence of hydrogen sulphide the degree of conversion increased from 0.9 to 3,6percent for aniline and from 72 to 99percent for benzylamine, and the fraction of neutral substances increased from 2.4 to 7percent for cyclohexylamine and from 5.0 to 8.9percent for 2-phenylethylamine.The neutral fractions contained cyclohexanethiol, thiobenzamide, 2-phenylethanethiol, and other sulphur compounds giving evidence that the increased degree of conversion of the amines was due to the hydrogen sulphide taking direct part in the chemical reaction.

CHEMISTRY OF A MOLYBDENUM-PERSULFIDE COMPLEX: ALKYLATION AND OXIDATIVE COUPLING

The reaction of alkyl halides, sulfinyl and sulfonyl chlorides with (NH4)2 has been found to afford sulfides and disulfides in good-excellent yield.The effect of solvent polarity and reaction time is discussed.

Chemical Conversions using Sheet Silicates: Novel Intermolecular Eliminations of Hydrogen Sulphide from Thiols

Aliphatic primary and secondary thiols react in the interlamellar layers of ion-exchanged montmorillonite catalysts to produce dialkyl sulphides via intermolecular elimination of hydrogen sulphide; similar processes result in the production of diphenyl sulphide from benzenethiol and poly(phenylenemethylene) from α-toluenethiol.