454-87-5

Basic information

• Product Name: Benzenediazonium, 3-(trifluoromethyl)-, tetrafluoroborate(1-)
• CAS NO: 454-87-5
• Molecular Formula: C7H4F3N2.BF4
• Molecular Weight: 259.922
• Mol File: 454-87-5.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Benzenediazonium, 3-(trifluoromethyl)-, tetrafluoroborate(1-)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenediazonium, 3-(trifluoromethyl)-, tetrafluoroborate(1-)(454-87-5)
• EPA Substance Registry System: Benzenediazonium, 3-(trifluoromethyl)-, tetrafluoroborate(1-)(454-87-5)

Safety Data

• Hazardous Substances Data: 454-87-5(Hazardous Substances Data)

Upstream product

• 109-63-7 boron trifluoride diethyl etherate 
• 106-40-1 4-bromo-aniline 
• 98-16-8 3-trifluoromethylaniline 
• 7632-00-0 sodium nitrite 

Downstream Products

• 370-48-9 trifluoromethyl-(3-trifluoromethyl-phenyl)-sulfide 
• 21906-39-8 3-(trifluoromethyl)phenylacetone 
• 401-81-0 m-trifluoromethylphenyl iodide 
• 325142-82-3 4,4,5,5-tetramethyl-2-(3-(trifluoromethyl)phenyl)-1,3,2-dioxaborolane 
• 22001-17-8 3-trifluoromethylphenylazide 
• 126309-76-0 1-(2-phenylethynyl)-3-(trifluoromethyl)benzene 
• 1239316-25-6 C₁₉H₁₈F₃NO₃ 
• 1239316-16-5 4-(3-trifluoromethylbenzyl)-1,2-dihydroisoquinolin-3-one 
• 104201-66-3 trans-methyl 3-(3-(trifluoromethyl)phenyl)acrylate 
• 1231755-89-7 methyl (2E)-2-phenyl-3-(3-trifluoromethylphenyl)acrylate 
• 1187577-25-8 6,7-dimethoxy-3-(3-trifluoromethylbenzyl)-3,4-dihydro-1H-quinolin-2-one 
• 1187180-17-1 3-benzoyl-1-(3-trifluoromethylphenyl)-5-methyl-4-(pyrrolidine-1-yl)-1H-pyrazole 
• 145439-14-1 4-(3-trifluoromethylphenyl)-furan-2(5H)-one 

Relevant articles and documents

Aqueous and Visible-Light-Promoted C-H (Hetero)arylation of Uracil Derivatives with Diazoniums

Direct C5 (hetero)arylation of uracil and uridine substrates with (hetero)aryl diazonium salts under photoredox catalysis with blue light was reported. The coupling proceeds efficiently with diazonium salts and heterocycles in good functional group tolerance at room temperature in aqueous solution without transition-metal components. A plausible radical mechanism has been proposed.

Gold(I)-Catalyzed Cross-Coupling Reactions of Arenediazonium Salts with Alkynoic Acids

Abstract: The reaction of simple alkynoate salts with isolated arenediazonium tetrafluoroborate salts that had been pre-conditioned with the gold(I) catalyst AuCl(Me2S) led to the formation of cross-coupled products via a decarboxylative Sonogashira reaction process in modest yield and under mild conditions. The major by-product is a defunctionalized aryl moiety stemming from the diazonium salt, which competitively forms via hydrodediazonation. Good functional group tolerance and reaction site selectivity were attained in this limited investigation.

Palladium catalyzed stereocontrolled synthesis of C-aryl glycosides using glycals and arenediazonium salts at room temperature

A stereocontrolled synthesis of aryl-C-glycosides was achieved using glycals and aryldiazonium salts in the presence of palladium acetate. A wide range of glycals including d-glucal, d-galactal, l-rhamnal, d-xylal and d-ribal underwent C-arylation at the anomeric carbon in the presence of different aryldiazonium tetrafluoroborates and gave synthetically useful 2,3-deoxy-3-keto-α-aryl-C-glycosides in good to excellent yields. Broad substrate scope, simple operation and room temperature reactions make this protocol very attractive in organic synthesis.