52436-75-6

Basic information

• Product Name: Benzenediazonium, 4-(1,1-dimethylethyl)-, tetrafluoroborate(1-)
• CAS NO: 52436-75-6
• Molecular Formula: C10H13N2.BF4
• Molecular Weight: 248.031
• Mol File: 52436-75-6.mol
• Article Data: 22

Chemical Properties

• CAS DataBase Reference: Benzenediazonium, 4-(1,1-dimethylethyl)-, tetrafluoroborate(1-)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenediazonium, 4-(1,1-dimethylethyl)-, tetrafluoroborate(1-)(52436-75-6)
• EPA Substance Registry System: Benzenediazonium, 4-(1,1-dimethylethyl)-, tetrafluoroborate(1-)(52436-75-6)

Safety Data

• Hazardous Substances Data: 52436-75-6(Hazardous Substances Data)

Upstream product

• 769-92-6 4-tert-Butylaniline 
• 7632-00-0 sodium nitrite 
• 109-63-7 boron trifluoride diethyl etherate 
• 13755-29-8 sodium tetrafluoroborate 

Downstream Products

• 20374-76-9 (E)-1-(4-tert-butylphenyl)-2-phenylethene 
• 102692-33-1 (E)-1-(4-(tert-butyl)phenyl)-3-phenylprop-2-en-1-one 
• 253185-03-4 tert-butylbenzene 
• 27798-45-4 1-allyl-4-(tert-butyl)benzene 
• 20330-45-4 4-tert-butylacetanilide 
• 158010-17-4 ethyl (E)-3-[4-(tert-butylphenyl)]-2-propenoate 
• 769-92-6 4-tert-Butylaniline 

Relevant articles and documents

Fluorosulfonylation of arenediazonium tetrafluoroborates with Na2S2O5 and N-fluorobenzenesulfonimide

A transition-metal-free Sandmeyer-type fluorosulfonylation reaction has been achieved by the three-component reaction of arenediazonium tetrafluoroborates, Na2S2O5, and N-fluorobenzenesulfonimide (NFSI). The reaction proceeds through a radical tandem process, affording various arenesulfonyl fluorides in moderate to high yields. This protocol not only provides a complement to the previous fluorosulfonylation reactions, but also extends the applications of Sandmeyer reaction.

Modular and Selective Arylation of Aryl Germanes (C?GeEt3) over C?Bpin, C?SiR3 and Halogens Enabled by Light-Activated Gold Catalysis

Selective C (Formula presented.) –C (Formula presented.) couplings are powerful strategies for the rapid and programmable construction of bi- or multiaryls. To this end, the next frontier of synthetic modularity will likely arise from harnessing the coupling space that is orthogonal to the powerful Pd-catalyzed coupling regime. This report details the realization of this concept and presents the fully selective arylation of aryl germanes (which are inert under Pd0/PdII catalysis) in the presence of the valuable functionalities C?BPin, C?SiMe3, C?I, C?Br, C?Cl, which in turn offer versatile opportunities for diversification. The protocol makes use of visible light activation combined with gold catalysis, which facilitates the selective coupling of C?Ge with aryl diazonium salts. Contrary to previous light-/gold-catalyzed couplings of Ar–N2+, which were specialized in Ar–N2+ scope, we present conditions to efficiently couple electron-rich, electron-poor, heterocyclic and sterically hindered aryl diazonium salts. Our computational data suggest that while electron-poor Ar–N2+ salts are readily activated by gold under blue-light irradiation, there is a competing dissociative deactivation pathway for excited electron-rich Ar–N2+, which requires an alternative photo-redox approach to enable productive couplings.

Facile Synthesis of Tuneable Azophosphonium Salts

Azophosphonium salts have a facile synthesis and can be readily tuned at the para position of the aryl group and at the phosphorus position with the use of bulky phosphines, leading to a range of coloured compounds. A relation between the Hammett σ+para constant and the colour and 31P NMR chemical shift was explored. The compounds were characterised by NMR spectroscopy, UV/Vis spectroscopy and single-crystal X-ray structure crystallography.