348-06-1

Basic information

• Product Name: Benzenediazonium, 4-(ethoxycarbonyl)-, tetrafluoroborate(1-)
• CAS NO: 348-06-1
• Molecular Formula: C9H9N2O2.BF4
• Molecular Weight: 263.987
• Mol File: 348-06-1.mol
• Article Data: 23

Chemical Properties

• CAS DataBase Reference: Benzenediazonium, 4-(ethoxycarbonyl)-, tetrafluoroborate(1-)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenediazonium, 4-(ethoxycarbonyl)-, tetrafluoroborate(1-)(348-06-1)
• EPA Substance Registry System: Benzenediazonium, 4-(ethoxycarbonyl)-, tetrafluoroborate(1-)(348-06-1)

Safety Data

• Hazardous Substances Data: 348-06-1(Hazardous Substances Data)

Upstream product

• 94-09-7 p-aminoethylbenzoate 
• 540-80-7 tert.-butylnitrite 
• 7632-00-0 sodium nitrite 
• 13755-29-8 sodium tetrafluoroborate 

Downstream Products

• 51460-00-5 4-(2-morpholin-4-yl-5-phenyl-furan-3-ylazo)-benzoic acid ethyl ester 
• 99-77-4 ethyl 4-nitrobenzoate 
• 93-89-0 benzoic acid ethyl ester 
• 541-73-1 1,3-Dichlorobenzene 
• 1152-30-3 (E)-ethyl 4-styrylbenzoate 
• 5798-75-4 Ethyl 4-bromobenzoate 
• 1206192-77-9 4-(4-carboethyloxyphenylazo)-3-hydroxybenzoic acid 
• 73013-51-1 ethyl 4-(2-oxopropyl)benzoate 
• 94096-08-9 4-Ethoxycarbonyl-phenylthiocyanat 
• 1251668-03-7 ethyl 3'-methyl-2'-(pyridin-2-yl)-[1,1'-biphenyl]-4-carboxylate 
• 451-46-7 4-fluorobenzoic acid ethyl ester 

Relevant articles and documents

Metal-Free Visible-Light Synthesis of Arylsulfonyl Fluorides: Scope and Mechanism

The first metal-free procedure for the synthesis of arylsulfonyl fluorides is reported. Under organo-photoredox conditions, aryl diazonium salts react with a readily available SO2 source (DABSO) to afford the desired product through simple nucleophilic fluorination. The reaction tolerates the presence of both electron-rich and -poor aryls and demonstrated a broad functional group tolerance. To shed the light on the reaction mechanism, several experimental techniques were combined, including fluorescence, NMR, and EPR spectroscopy as well as DFT calculations.

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.

Copper-mediated tandem ring-opening/cyclization reactions of cyclopropanols with aryldiazonium salts: Synthesis of: N -arylpyrazoles

A general method for the synthesis of structurally diverse N-arylpyrazoles from readily available cyclopropanols and aryldiazonium salts is disclosed. The reaction was conducted at room temperature within minutes with a broad substrate scope and excellent regioselectivity.