42872-38-8

Upstream product

• 108-94-1 cyclohexanone 
• 407-25-0 trifluoroacetic anhydride 
• 68602-57-3 trifluoroacetyl triflate 
• 354-31-4 trifluoroacetyl bromide 
• 14839-64-6 (2-oxocyclohexyl)mercury chloride 

Downstream Products

• 431-47-0 trifluoroacetic acid-methyl ester 
• 43106-58-7 (Diethyl)-1-cyclohexen-1-yl-oxystibin 
• 53742-83-9 (t-C₄H₉)2SbOC₆H₉ 
• 165396-11-2 (R)-2-(cyclohex-1'-en-1'-yl)-2,5-dihydrofuran 
• 114397-44-3 2-(trifluoromethyl)-2-(1-cyclohexenyloxy)oxirane 
• 108-94-1 cyclohexanone 
• 13161-18-7 2-(hydroxyphenylmethyl)cyclohexan-1-one 

Relevant academic research and scientific papers

Practical synthesis of gem-difluorides from cyclohexanone: Synthesis of gem-bistrifluoroacetates and their reactions with fluoride nucleophiles

Formation of ketone acylals bearing trihaloacetoxy groups and their nucleophilic geminal disubstitution by fluoride ions were investigated. Cyclohexanone reacted with trifluoroacetic anhydride without catalyst to give gem-bistrifluoroacetates via a concerted bimolecular reaction. Treatment with hydrogen fluoride under mild conditions efficiently yielded the corresponding gem-difluorides. In this reaction process, trifluoroacetic acid was recovered and converted to trifluoroacetic anhydride using P2O5. Since gem-difluorides were derived from ketones, HF and P2O5, this constitutes a practical synthesis of gem-difluorides.

Oxiranes from Methylenation of the Ester Carbonyl Group by Diazomethane

Esters suitably substituted by electronegative groups were found to react with diazomethane with the anchimeric assistance of a ?-system or a trifluoromethyl group close to the ester oxygen to yield 2-alkoxy-2-substituted-oxiranes in good to excellent yields without catalysts.