13284-97-4

Basic information

• Product Name: Dicyclohexyl sulfoxide
• CAS NO: 13284-97-4
• Molecular Formula: C₁₂H₂₂OS
• Molecular Weight: 214.372
• Mol File: 13284-97-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Dicyclohexyl sulfoxide(CAS DataBase Reference)
• NIST Chemistry Reference: Dicyclohexyl sulfoxide(13284-97-4)
• EPA Substance Registry System: Dicyclohexyl sulfoxide(13284-97-4)

Safety Data

• Hazardous Substances Data: 13284-97-4(Hazardous Substances Data)

Upstream product

• 7133-46-2 dicyclohexyl sulfide 
• 931-51-1 cyclohexylmagnesiumchloride 

Downstream Products

• 7133-46-2 dicyclohexyl sulfide 
• 135562-62-8 (1-Cyclohexanesulfinyl-cyclohexylsulfanyl)-benzene 

Relevant articles and documents

A simple one-pot and transition metal-free synthesis of diaryl- and dialkyl sulfides via grignard reaction/deoxygenation

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Iron(II)-Induced Activation of Hydroperoxides for the Dehydrogenation and Monooxygenation of Organic Substrates in Acetonitrile

Solutions of Fe(II)(MeCN)4(ClO4)2 in dry acetonitrile (MeCN) catalyze the rapid disproportionation of H2O2 to O2 and H2O, but all of the catalyst remains in the Fe(II) oxidation state.In the presence of organic substrates such as 1,4-cyclohexadiene, 1,2-diphenylhydrazine, catechols, and thiols, the Fe(II)-H2O2/MeCN system yields dehydrogenated products (PhH, PhN=NPh, quinones, and RSSR) with conversion efficiencies that range from 100 percent to 17 percent.Although the Fe(II) catalyst does not promote the disproportionation of Me3COOH or m-ClC6H4C(O)OOH, these hydroperoxides are activated for the dehydrogenation of organic substrates.With substrates such as alcohols, aldehydes, methylstyrene, thioethers, sulfoxides, and phosphines, the Fe(II)(H2O2)(2+) adduct promotes their monooxygenation to aldehydes, carboxylic acids, epoxide, sulfoxides, sulfones, and phosphine oxides, respectively: Fe(II) + H2O2 -> Fe(II)(H2O2)(2+) + RH -> Fe(II) + ROH + H2O.The reaction efficiencies for the group of substrates with the Fe(II) adducts that are formed by H2O2, Me3COOH, and m-ClC6H4C(O)OOH have been evaluated.Also, the reaction rates for the substrate- dehydrogenations and monohydrogenations relative to that for Ph2SO have been determined, as have the substituent effects for the monooxygenation of 4-XC6H4CH2OH and 4-XC6H4CH(O).The Fe(II)(H2O2)(2+) adduct is an efficient catalyst for the autooxygenation of PhCH(O) to PhC(O)OOH.Mechanisms are proposed for the Fe(II)-induced activation of hydroperoxides for the dehydrogenation and monooxygenation of organic substrates.