59693-93-5

Basic information

• Product Name: Benzene, 1-(cyclohexylthio)-4-methyl-
• Synonyms: 4-methylphenyl cyclohexyl sulfide;cyclohexyl 4-methylphenyl sulfide;(4-methylphenyl)(cyclohexyl)sulfane;1-(cyclohexylsulfanyl)-4-methylbenzene;cyclohexyl (p-tolyl) sulfide;Benzene,1-(cyclohexylthio)-4-methyl;cyclohexyl(4-methylphenyl)sulfane
• CAS NO: 59693-93-5
• Molecular Formula: C13H18S
• Molecular Weight: 206.352
• Mol File: 59693-93-5.mol
• Article Data: 42

Chemical Properties

• CAS DataBase Reference: Benzene, 1-(cyclohexylthio)-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(cyclohexylthio)-4-methyl-(59693-93-5)
• EPA Substance Registry System: Benzene, 1-(cyclohexylthio)-4-methyl-(59693-93-5)

Safety Data

• Hazardous Substances Data: 59693-93-5(Hazardous Substances Data)

Upstream product

• 108-85-0 1-bromocyclohexane 
• 106-45-6 para-thiocresol 
• 941-55-9 4-toluenesulfonyl azide 
• 1088-01-3 tricyclohexylborane 
• 1564-39-2 1-oxa-4-thiaspiro-<4,5>decan-2-one 
• 108-88-3 toluene 
• 1569-69-3 Cyclohexanethiol 
• 106-43-4 para-chlorotoluene 
• 624-31-7 4-tolyl iodide 
• 106-38-7 para-bromotoluene 
• 17797-03-4 cyclohexane sulphenyl chloride 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 110-82-7 cyclohexane 
• 103-19-5 di(p-tolyl) disulfide 

Downstream Products

• 99-94-5 p-Toluic acid 
• 98-89-5 Cyclohexanecarboxylic acid 
• 89279-85-6 S-cyclohexyl-S-p-tolyl-N-(p-tolylsulfonyl)sulfilimine 
• 67963-06-8 1-(cyclohexylsulfonyl)-4-methylbenzene 
• 106588-37-8 (1-deuterio-cyclohexyl)-p-tolyl sulfone 
• 89279-84-5 S-cyclohexyl-N-(p-tolylsulfonyl)-S-p-tolylsulfoximine 

Relevant articles and documents

Ni(II) Precatalysts Enable Thioetherification of (Hetero)Aryl Halides and Tosylates and Tandem C?S/C?N Couplings

Ni-catalyzed C?S cross-coupling reactions have received less attention compared with other C-heteroatom couplings. Most reported examples comprise the thioetherification of most reactive aryl iodides with aromatic thiols. The use of C?O electrophiles in this context is almost uncharted. Here, we describe that preformed Ni(II) precatalysts of the type NiCl(allyl)(PMe2Ar’) (Ar’=terphenyl group) efficiently couple a wide range of (hetero)aryl halides, including challenging aryl chlorides, with a variety of aromatic and aliphatic thiols. Aryl and alkenyl tosylates are also well tolerated, demonstrating, for the first time, to be competent electrophilic partners in Ni-catalyzed C?S bond formation. The chemoselective functionalization of the C?I bond in the presence of a C?Cl bond allows for designing site-selective tandem C?S/C?N couplings. The formation of the two C-heteroatom bonds takes place in a single operation and represents a rare example of dual electrophile/nucleophile chemoselective process.

Nickel-catalyzed oxidative dehydrogenative coupling of alkane with thiol for C(sp3)-S bond formation

A nickel-catalyzed oxidative dehydrogenative coupling reaction of alkane with thiol for the construction of C(sp3)-S bond has been established, affording more than 50 alkyl thioethers. Notably, pharmaceutical and agrochemicals, such as Provigil, Chlorbenside and Pyridaben, were readily synthesized by this approach. The sterically hindered ligand BC and disulfide which was formed in situ oxidation of thiol, efficiently avoiding nickel-catalyst poisoning. A set of mechanistic experiments disclose both Ni-catalyzed and Ni-free HAA processes.

Visible-Light-Promoted Cross-Coupling Reactions of 4-Alkyl-1,4-dihydropyridines with Thiosulfonate or Selenium Sulfonate: A Unified Approach to Sulfides, Selenides, and Sulfoxides

In this paper, a visible-light-promoted cross-coupling of 4-alkyl-1,4-dihydropyridines with thio-/selenium sulfonates under transition-metal-free conditions is described. This strategy features easily available substrates, mild reaction conditions, high yields, and high chemoselectivity. A novel synthetic route for the construction of a sulfide or selenide Csp3-S or Csp3-Se bond under transition-metal-free conditions without an additive oxidant or base is developed. This method is well extended to the synthesis of a class of thiolated or selenylated glycosides that has not been explored before. Sulfoxides were also successfully chemoselectively observed via a facile variation of the atmosphere under photocatalyzed conditions.