99307-05-8

Basic information

• Product Name: S-butyl cyclohexylcarbamothioate
• Synonyms: S-butyl cyclohexylcarbamothioate
• CAS NO: 99307-05-8
• Molecular Weight: 215.36
• Mol File: 99307-05-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: S-butyl cyclohexylcarbamothioate(CAS DataBase Reference)
• NIST Chemistry Reference: S-butyl cyclohexylcarbamothioate(99307-05-8)
• EPA Substance Registry System: S-butyl cyclohexylcarbamothioate(99307-05-8)

Safety Data

• Hazardous Substances Data: 99307-05-8(Hazardous Substances Data)

Upstream product

• 2168-93-6 butyl sulfoxide 
• 766-93-8 N-cyclohexylformamide 
• 109-79-5 n-butanethiol 
• 3173-53-3 Cyclohexyl isocyanate 
• 7107-58-6 benzyl N-cyclohexylcarbamate 
• 108-91-8 cyclohexylamine 
• 16813-38-0 N-Methyl-N'-cyclohexyl-N-nitrosourea 

Downstream Products

• 2387-23-7 1,3-Dicyclohexylurea 

Relevant articles and documents

One-Pot Synthesis of Thiocarbamates

An efficient isocyanide-based synthesis of S-thiocarbamates was discovered and thoroughly investigated. The new reaction protocol is a one-pot procedure and allows the direct conversion of N-formamides into thiocarbamates by initial dehydration with p-toluene sulfonyl chloride to the respective isocyanide and subsequent addition of a sulfoxide component. Contrary to recent literature, which also uses isocyanides as starting material, but with other sulfur reagents than sulfoxides, in this protocol, no isolation and purification of the isocyanide component is necessary, thus significantly decreasing the environmental impact and increasing the efficiency of the synthesis. The new protocol was applied to synthesize a library of sixteen thiocarbamates, applying four N-formamides and four commercially available sulfoxides. Furthermore, experiments were conducted to investigate the reaction mechanism. Finally, four norbornene-based thiocarbamate monomers were prepared and applied in controlled ring-opening metathesis polymerization (ROMP) reactions. The polymers were characterized by size-exclusion chromatography (SEC) and their properties were investigated utilizing differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA).

Facile one-pot synthesis of unsymmetrical ureas, carbamates, and thiocarbamates from Cbz-protected amines

A novel one-pot synthesis of unsymmetrical ureas, carbamates and thiocarbamates from Cbz-protected amines has been developed. In the presence of 2-chloropyridine and trifluoromethanesulfonyl anhydride, isocyanates are generated in situ, which facilitate rapid reaction with amines, alcohols, and thiols to afford the corresponding ureas, carbamates and thiocarbamates in high yields.