143490-28-2

Basic information

• Product Name: Benzenemethanamine, N-(phenylmethyl)-N-(trifluoromethyl)-
• CAS NO: 143490-28-2
• Molecular Formula: C15H14F3N
• Molecular Weight: 265.278
• Mol File: 143490-28-2.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Benzenemethanamine, N-(phenylmethyl)-N-(trifluoromethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, N-(phenylmethyl)-N-(trifluoromethyl)-(143490-28-2)
• EPA Substance Registry System: Benzenemethanamine, N-(phenylmethyl)-N-(trifluoromethyl)-(143490-28-2)

Safety Data

• Hazardous Substances Data: 143490-28-2(Hazardous Substances Data)

Upstream product

• 143490-36-2 dibenzyl-dithiocarbamic acid methyl ester 
• 10591-85-2 bis(dibenzylthiocarbamoyl)disulfide 
• 103-49-1 dibenzylamine 

Relevant articles and documents

Die Desulfonierung-Fluorierung von Thiuramdisulfiden, [R2NC(S)S]2 und Silberdithiocarbamaten, Ag[SC(S)NR2] (R = CH3, CH3CH2, C6H5CH2), mit Silber(I)fluorid, AgF - ein einfacher Zugang zu Diorgano(trifluormethyl)aminen, R2NCF3, und Thiocarbamoylfluoriden, R2NC(S)F

AgF and [R2NC(S)S]2 (R = CH3, CH3CH2, C6H5CH2), selectively react at room temperature in the stoichiometric ratio of 1:1 to give the corresponding N,N-diorganothiocarbamoyl fluorides, R2NC(S)F, AgSC(S)NR2 and elemental sulfur. Under comparable conditions in a ratio >3:1 both reactants selectively yield diorgano(trifluoromethyl)amines, R2NCF3, AgSC(S)NR2, Ag2S and elemental sulfur. At stoichiometry 6:1, R2NCF3, Ag2S besides elemental sulfur are formed. By analogy, thiocarbamoyl fluorides and silver dithiocarbamates react with AgF yielding selectively the corresponding trifluoromethylamines.

Reaction of Thiocarbonyl Fluoride Generated from Difluorocarbene with Amines

The reaction of thiocarbonyl fluoride, generated from difluorocarbene, with various amines under mild conditions is described. Secondary amines, primary amines, and o-phenylenediamines are converted to thiocarbamoyl fluorides, isothiocyanates, and difluoromethylthiolated heterocycles, respectively. Thiocarbamoyl fluorides were further transformed into trifluoromethylated amines by using a one-pot process. Thiocarbonyl fluoride is generated in situ and is rapidly fully converted in one pot under mild conditions; therefore, no special safety precautions are needed.

A Facile Synthesis of Trifluoromethylamines by Oxidative Desulfurization-Fluorination of Dithiocarbamates

Trifluoromethylamines are easily synthesized from dithiocarbamates by a reagent system consisting of tetrabutylammonium dihydrogentrifluoride and an N-halo imide under mild conditions. When this reaction was applied to dithiocarbamates ArN(R)CS2Me at higher temperatures, the trifluoromethylation was accompanied by halogen substitution at the p-position of the Ar group. The synthesis of trifluoromethyl-substituted adenosine is also described.