1147723-25-8

Basic information

• Product Name: (-)-N-((1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl)benzamide
• Synonyms: (-)-N-((1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl)benzamide
• CAS NO: 1147723-25-8
• Molecular Weight: 259.392
• Mol File: 1147723-25-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (-)-N-((1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-N-((1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl)benzamide(1147723-25-8)
• EPA Substance Registry System: (-)-N-((1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl)benzamide(1147723-25-8)

Safety Data

• Hazardous Substances Data: 1147723-25-8(Hazardous Substances Data)

Upstream product

• 2216-51-5 (-)-menthol 
• 100-47-0 benzonitrile 
• 1170718-78-1 L-menthol chlorosulfite ester 
• 2216-54-8 L-menthylamine 
• 98-88-4 benzoyl chloride 
• 65620-72-6 (1R,5S)-menthone oxime 
• 10458-14-7 (2R,5S)-menthone 

Relevant articles and documents

Indium-Triflate-Catalyzed Ritter Reaction in Liquid Sulfur Dioxide

The use of liquid sulfur dioxide as a reaction solvent facilitates the Ritter reaction between alcohols and nitriles. In(OTf)3 was found to be a viable catalyst for this transformation. The newly developed catalytic conditions for the Ritter reaction were successfully applied to the synthesis of various amides, which were formed in good to excellent yields. The catalytic activation of secondary alcohols for Ritter reactions in liquid sulfur dioxide was also found to be effective.

A direct and stereoretentive synthesis of amides from cyclic alcohols

Chlorosulfites prepared in situ using thionyl chloride react with nitrile complexes of titanium(IV) fluoride to give a one-pot conversion of alcohols into amides. For the first time, amides are obtained from cyclic alcohols with stereoretention. Critical to the design of these new TiIV reactions has been the use of little-explored TiIV nitrile complexes that are thought to chelate chlorosulfites in the transition state tocreate a carbocation that is rapidly captured by the nitrile nucleophile through a front-side attack mechanism.