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

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

Downstream Products

• 98-08-8 α,α,α-trifluorotoluene 
• 370-48-9 trifluoromethyl-(3-trifluoromethyl-phenyl)-sulfide 
• 401-80-9 3-fluoro-trifluoromethylbenzene 
• 1231755-89-7 methyl (2E)-2-phenyl-3-(3-trifluoromethylphenyl)acrylate 
• 104201-66-3 trans-methyl 3-(3-(trifluoromethyl)phenyl)acrylate 
• 1431298-98-4 C₁₂H₁₃F₃O₂ 
• 1431299-12-5 C₁₂H₁₃F₃O₂ 
• 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 

Relevant articles and documents

Aryl Diazonium Salts: Powerful Arylating Agents for Catellani-Typeortho-Arylation

The Catellani reaction provides an efficient synthetic approach to polyfunctionalized arenes. However, the selectiveortho-arylating reagents employed in these reactions have been strictly limited to activated bromoarenes. As demonstrated in this work, aryl diazonium salts bearing both electron-donating and electron-withdrawing substituents, after in situ transformations with KI into the corresponding iodoarenes, were efficient arylating reagents for Catellani typeortho-arylation approaches.

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.