1402833-01-5

Basic information

• Product Name: 1-(p-chlorophenylthio)-1-nitrocyclobutane
• Synonyms: 1-(p-chlorophenylthio)-1-nitrocyclobutane
• CAS NO: 1402833-01-5
• Molecular Weight: 243.714
• Mol File: 1402833-01-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-(p-chlorophenylthio)-1-nitrocyclobutane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(p-chlorophenylthio)-1-nitrocyclobutane(1402833-01-5)
• EPA Substance Registry System: 1-(p-chlorophenylthio)-1-nitrocyclobutane(1402833-01-5)

Safety Data

• Hazardous Substances Data: 1402833-01-5(Hazardous Substances Data)

Upstream product

• 1402832-93-2 1-(p-chlorophenylthio)-1-nitrohexane 
• 1142-19-4 4,4'-dichlorodiphenyl disulfide 
• 2625-41-4 nitrocyclobutane 

Relevant articles and documents

Rhodium-catalyzed arylthiolation reaction of nitroalkanes, diethyl malonate, and 1,2-diphenylethanone with diaryl disulfides: Control of disfavored equilibrium reaction

In the presence of catalytic amounts of RhH(PPh3)4 and 1,2-bis(diphenylphosphino)ethane (dppe), 1-nitroalkanes reacted with a diaryl disulfide giving 1-arylthio-1-nitroalkanes in air. The equilibrium to form thermodynamically disfavored products was shifted by the rhodium-catalyzed oxidation of thiols to disulfides and water. The thiolation reaction of cyclic nitroalkanes proceeded in high yields provided that suitable diaryl disulfides were employed depending on the substrate: di(p-chlorophenyl) disulfide was used for the thiolation reaction of 1-nitroalkanes, 1-nitrocyclopentane and 1-nitrocycloheptane with acidic α-protons (pKa 16 and 17); di(p-methoxyphenyl) disulfide for 1-nitrocyclobutane and 1-nitrocyclohexane with less acidic α-protons (pKa ca. 18). Related reactivities were observed in the thiolation reactions of malonate and 1,2-diphenylethanone.