86774-74-5

Basic information

• Product Name: N-(methyl)phenylacetonitrilium triflate
• Synonyms: N-(methyl)phenylacetonitrilium triflate
• CAS NO: 86774-74-5
• Molecular Weight: 281.256
• Mol File: 86774-74-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N-(methyl)phenylacetonitrilium triflate(CAS DataBase Reference)
• NIST Chemistry Reference: N-(methyl)phenylacetonitrilium triflate(86774-74-5)
• EPA Substance Registry System: N-(methyl)phenylacetonitrilium triflate(86774-74-5)

Safety Data

• Hazardous Substances Data: 86774-74-5(Hazardous Substances Data)

Upstream product

• 140-29-4 phenylacetonitrile 
• 333-27-7 methyl trifluoromethanesulfonate 

Downstream Products

• 76894-28-5 N-Methyl-2-phenyl-acetimidic acid allyl ester; compound with trifluoro-methanesulfonic acid 
• 76246-93-0 1-(2,4-dimethoxyphenyl)-2-phenylethanone 
• 90329-57-0 1-methyl-5-(phenylmethyl)-1H-tetrazole 
• 621-72-7 2-benzylbenzimidazole 

Relevant articles and documents

Photochemical Formation of Heteromethylenecyclopropanes, 16. - 1,4,5-Substituted Tetrazolium Salts Through Methylation of 1,5-Substituted Tetrazoles and Cycloaddition of Alkyl Azides to Nitrilium Ions

Efficient syntheses of isomerically pure 1,4,5-substituted tetrazolium salts are reported.Methylation of 1,5-substituted tetrazoles 5 affords mixtures of 1,4,5- (1) and 1,3,5-substituted tetrazolium salts 6.The ratio 1:6 depends only little on the reaction conditions as well as on the methylating agents.The isomerically pure tetrazolium salts 1a-e, g, j, k and 6j, k are isolated by fractionating crystallizations. tert-Butylation of 5a, c using tert-butyl alcohol/tetrafluoroboric acid produces only the 3-tert-butyltetrazolium tetrafluoroborates 9a, c.The N-methylnitrili um tetrafluoroborates, fluorosulfonates or trifluoromethanesulfonates 7a-c and e cycloadd the alkyl azides 8a-d regioselectively to the tetrazolium salts 1a-c, e, f, h, i.Both rate and yield of the cycloaddition decrease with increasing size of the substituents.The N-tert-butylnitrilium tetrachloroferrate 7h (X=FeCl4) reacts with methyl azide (8a) yielding the hydrogen tetrachloroferrate 4a*HFeCl4 of the imidoyl chloride 4a.