335458-24-7

Basic information

• Product Name: Benzene, [[[1-(nitromethyl)cyclohexyl]thio]methyl]-
• CAS NO: 335458-24-7
• Molecular Formula: C14H19NO2S
• Molecular Weight: 265.376
• Mol File: 335458-24-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzene, [[[1-(nitromethyl)cyclohexyl]thio]methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [[[1-(nitromethyl)cyclohexyl]thio]methyl]-(335458-24-7)
• EPA Substance Registry System: Benzene, [[[1-(nitromethyl)cyclohexyl]thio]methyl]-(335458-24-7)

Safety Data

• Hazardous Substances Data: 335458-24-7(Hazardous Substances Data)

Upstream product

• 108-94-1 cyclohexanone 
• 3164-73-6 1-nitromethylcyclohexanol 
• 100-53-8 phenylmethanethiol 
• 75-52-5 nitromethane 

Downstream Products

• 1027283-32-4 (1-nitromethyl-cyclohexanesulfinylmethyl)-benzene 
• 92432-05-8 C-(1-benzylsulphanyl-cyclohexyl)-methylamine 
• 27861-39-8 (nitromethylene)cyclohexane 

Relevant articles and documents

NOVEL DERIVATIVES OF PHENYLUREAS, INHIBITORS OF THE SOAT-1 ENZYME, PHARMACEUTICAL AND COSMETIC COMPOSITIONS CONTAINING THEM

The present invention relates to compounds of formula (I) : as well as to cosmetic and pharmaceutical compositions containing such a compound.

An improved and easy method for the preparation of 2,2-disubstituted 1-nitroalkenes

Reactions of ketones 1, nitromethane 2, and catalytic amount of piperidine 3 in the presence of mercaptan 6 generate β-nitroalkyl sulfides 7-9. At 0 °C and by the use of dichloromethane as solvent, β-nitroalkyl sulfides 7-9 can be oxidized by m-chloroperoxybenzoic acid (m-CPBA) 10 to generate β-nitroalkyl sulfoxides 11-13 and undergo elimination in carbon tetrachloride solution to produce medium to high yield of 2,2-disubstituted 1-nitroalkenes 5. The irreversibility of the synthetic mechanism not only can overcome the reversibility of the Henry reaction in the synthesis of 2,2-disubstituted 1-nitroalkenes 5 but also can generate the major products "exo-nitro olefins" 5c-e when cyclic ketones 1c-e were used. Under similar conditions, medium to high yield of 5-substituted-2-nitromethyl-2-phenylthioadamantane 17 also can be prepared from the reaction of 5-substituted-2-adamantanones 15, nitromethane 2, piperidine 3, thiophenol 6a. The intermediate 17 can be oxidized by m-CPBA 10 in dichloromethane solution and then undergo elimination at room temperature or can be dissolved in solvent, coated on silica gel, and then heated at 90-100 °C to generate 5-substituted-2-nitromethyleneadamantane 16.