20635-15-8

Basic information

• Product Name: N-Cyclohexylthioacetamide
• Synonyms: N-Cyclohexylthioacetamide
• CAS NO: 20635-15-8
• Molecular Weight: 157.28
• Mol File: 20635-15-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-Cyclohexylthioacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Cyclohexylthioacetamide(20635-15-8)
• EPA Substance Registry System: N-Cyclohexylthioacetamide(20635-15-8)

Safety Data

• Hazardous Substances Data: 20635-15-8(Hazardous Substances Data)

Upstream product

• 111-34-2 -butyl vinyl ether 
• 108-91-8 cyclohexylamine 
• 123-91-1 1,4-dioxane 
• 1124-53-4 N-cyclohexylacetamide 

Downstream Products

• 1182359-12-1 1-Cyclohexyl-6-methyl-1H-[1,3,5]triazine-2,4-dione 
• 1124-53-4 N-cyclohexylacetamide 

Relevant articles and documents

Thioacylation Achieved by Activation of a Monothiocarboxylic Acid with Phosphorus Reagents

A selection of phosphorus-based coupling reagents have been tested for their ability to activate the ambident nuceophilic monothio acid group as a thiocarbonyl functionality, suitable for use in thioacylations for the formation of thioamides.For these studies the reaction between thioacetic acid and cyclohexylamine to give the corresponding thioamide was chosen as a model.The obtained O/S-selectivities were monitored by the use of 31P NMR and were found to be dependent on the nature of the phosphorus functinality and on the kind of leaving group involved.Several new analogues of the widely used peptide coupling reagent (benzotriazol-1-yloxy)tris(pyrrolidino)phosphonium hexafluorophosphate (PyBOP, 1a) were prepared and investigated.Best results were obtained with two new analogues of PyBOP: tris(pyrrolidino)phosphonium hexafluorophosphate (PyNOP, 1b) and oxy>tris(pyrrolidino)phosphonium hexafluorophosphate (PyFOP, 1c).Both reagents, containing electron-withdrawing substituents at the benzotriazole ring, secured fast activation of the monothio acid.Other phosphorus reagents, such as bromotris(pyrrolidino)phosphonium hexafluorophosphate (PyBrOP, 1d), gave an undesired O/S-selectivity, leading to the formation of oxoamides and phosphorus sulfides.