19843-98-2

Basic information

• Product Name: [(cyclohexylsulfanyl)methyl]benzene
• Synonyms: [(Cyclohexylsulfanyl)methyl]benzene; benzene, [(cyclohexylthio)methyl]-; Benzyl cyclohexyl sulfide
• CAS NO: 19843-98-2
• Molecular Formula: C₁₃H₁₈S
• Molecular Weight: 206.347
• EINECS: 667-689-3
• Mol File: 19843-98-2.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 310.3°C at 760 mmHg
• Flash Point: 134.1°C
• Density: 1.02g/cm³
• Vapor Pressure: 0.00111mmHg at 25°C
• Refractive Index: 1.561
• CAS DataBase Reference: [(cyclohexylsulfanyl)methyl]benzene(CAS DataBase Reference)
• NIST Chemistry Reference: [(cyclohexylsulfanyl)methyl]benzene(19843-98-2)
• EPA Substance Registry System: [(cyclohexylsulfanyl)methyl]benzene(19843-98-2)

Safety Data

• Hazardous Substances Data: 19843-98-2(Hazardous Substances Data)

Usage

General Description

[(cyclohexylsulfanyl)methyl]benzene is a chemical compound with the molecular formula C13H18S. It is a colorless to pale yellow liquid with a sweet, aromatic odor. [(cyclohexylsulfanyl)methyl]benzene is used as a solvent and as a reagent in organic synthesis. It is also utilized in the manufacture of various products such as perfumes, flavors, and pharmaceuticals. Additionally, [(cyclohexylsulfanyl)methyl]benzene can be a precursor in the production of polymers and other industrial applications. It is important to handle this chemical with care, as it may be harmful if ingested, inhaled, or comes into contact with the skin.

Upstream product

• 100-53-8 phenylmethanethiol 
• 110-83-8 cyclohexene 
• 10035-90-2 S-cyclohexyl benzothioate 
• 86971-27-9 2-(cyclohexylthio)benzo[d]oxazole 
• 100-44-7 benzyl chloride 
• 16131-50-3 N,N'-Dithiobis(dibenzylamine) 
• 1569-69-3 Cyclohexanethiol 
• 100-51-6 benzyl alcohol 
• 2550-40-5 1,2-dicyclohexyl disulfide 
• 766-92-7 [(methylthio)methyl]-benzene 
• 260783-80-0 N,N,N--trimethyl--1--phenylmethanaminium trifluoromethanesulfonate 
• 150-60-7 dibenzyl disulphide 
• 695-12-5 vinylcyclohexane 
• 100-42-5 styrene 

Downstream Products

• 17377-30-9 alpha-(benzylmercapto)acetonitrile 
• 34009-02-4 ((cyclohexylsulfonyl)methyl)benzene 

Relevant articles and documents

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Transition-Metal-Free and Base-Promoted Carbon-Heteroatom Bond Formation via C-N Cleavage of Benzyl Ammonium Salts

A facile and general method for constructing carbon-heteroatom (C-P, C-O, C-S, and C-N) bonds via C-N cleavage of benzyl ammonium salts under transition-metal-free conditions was reported. The combination of t-BuOK and 18-crown-6 enabled a wide range of substituted benzyl ammonium salts to couple readily with different kinds of heteroatom nucleophiles, i.e. hydrogen phosphoryl compounds, alcohols, thiols, and amines. Good functional group tolerance was demonstrated. The scale-up reaction and one-pot synthesis were also successfully performed.

Photoactive Metal-Organic Frameworks for the Selective Synthesis of Thioethers: Coupled with Phosphine to Modulate Thiyl Radical Generation

Metal-organic framework (MOF) materials are intriguing photocatalysts to trigger radical-mediated chemical transformations. We report herein the synthesis and characterization of a series of isomorphic MOFs which show a novel structure, wide visible-light absorption, high chemical stability, and specific redox potential. The prepared MOFs were explored for the photoinduced single-electron oxidation of thiol compounds, generating reactive thiyl radicals to afford thioethers via a convenient thiol-olefin reaction. Importantly, we provide a widely applicable strategy by combing a photoactive MOF with phosphine to modulate the generation of thiyl radical in the reaction, thereby producing a single product of the thioether without the formation of a disulfide byproduct due to the dimerization of thiyl radicals. The photocatalytic reaction takes advantage of this strategy, showing great generality where tens of thiols and olefins have been examined as coupling partners. In addition, the strategy has also been demonstrated to be effective for the reactions catalyzed by other MOFs. Mechanism studies reveal that the selective synthesis of C-S products relies on a synergy between the photoinduced generation of a thiyl radical over the MOF and the in situ cleavage of S-S bond into a S-H bond by phosphine. It is notable that the synthesized MOFs show advanced performance in comparison with classical MOFs. The work not only provides a series of novel MOF photocatalysts that are capable of photoinduced thiol-olefin coupling but also indicates the great potential of MOFs for photochemical transformations mediated by reactive radicals.