456-39-3

Basic information

• Product Name: 3-chlorobenzenediazonium tetrafluorborate
• Synonyms: 3-chlorobenzenediazonium tetrafluorborate;m-Chlorophenyldiazonium tetrafluoroborate;3-chloro-benzenediazoniu tetrafluroborate;Benzenediazonium, 3-chloro-, tetrafluoroborate;Benzenediazonium,3-chloro-,tetrafluoroborate;m-Chlorbenzoldiazoniumtetrafluoroborat;3-chlorobenzenediazonium tetrafluoroborate
• CAS NO: 456-39-3
• Molecular Formula: BF₄*C₆H₄ClN₂
• Molecular Weight: 226.3669728
• EINECS: 207-262-7
• Mol File: 456-39-3.mol
• Article Data: 23

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-chlorobenzenediazonium tetrafluorborate(CAS DataBase Reference)
• NIST Chemistry Reference: 3-chlorobenzenediazonium tetrafluorborate(456-39-3)
• EPA Substance Registry System: 3-chlorobenzenediazonium tetrafluorborate(456-39-3)

Safety Data

• Hazardous Substances Data: 456-39-3(Hazardous Substances Data)

Usage

Description

3-Chlorobenzenediazonium tetrafluorborate is a chemical compound that consists of a diazonium cation with a 3-chlorobenzene substituent and a tetrafluoroborate anion. It is commonly used as a diazonium salt in organic synthesis reactions, particularly in the formation of azo compounds.

Uses

Used in Organic Synthesis:
3-Chlorobenzenediazonium tetrafluorborate is used as a diazonium salt for the formation of azo compounds in organic synthesis reactions.
Used in Pharmaceutical Industry:
3-Chlorobenzenediazonium tetrafluorborate is used as a precursor for the synthesis of various aromatic and heteroaromatic compounds, as well as in the development of new materials and pharmaceuticals.
Used in Material Science:
3-Chlorobenzenediazonium tetrafluorborate is used as a precursor in the development of new materials.
Note: Due to its reactivity, handling and storage of 3-chlorobenzenediazonium tetrafluorborate should be done with caution, as it can be explosive and potentially toxic if mishandled.

InChI:InChI=1/C6H4ClN2.BF4/c7-5-2-1-3-6(4-5)9-8;2-1(3,4)5/h1-4H;/q+1;-1

Upstream product

• 540-80-7 tert.-butylnitrite 
• 109-63-7 boron trifluoride diethyl etherate 
• 108-42-9 3-chloro-aniline 
• 7632-00-0 sodium nitrite 
• 13755-29-8 sodium tetrafluoroborate 
• 100-77-6 3-chlorobenzenediazonium chloride 

Downstream Products

• 2626-31-5 1-(m-chlorophenyl)cyclopentene 
• 2362-72-3 3-(m-Chlorphenyl)-cyclopenten 
• 105230-47-5 (3-chlorophenyl)azo 4-methylphenyl sulfone 
• 14763-20-3 3-chlorophenyl hydrazine 
• 108-37-2 1-bromo-3-chlorobenzene 
• 61203-29-0 {(C₆H₅)3SbC₆H₄Cl}⁽¹⁺⁾*BF₄^(1-)={(C₆H₅)3SbC₆H₄Cl}BF₄ 
• 111426-93-8 1-(3-chlorophenyl)-m-carbaborane 
• 63686-33-9 [Ir(CO)Cl(NH:NC₆H₃Cl-m)(PPh₃)2]BF₄ 
• 108-90-7 chlorobenzene 
• 105230-62-4 (3-chlorophenyl)(phenyl)selane 
• 541-73-1 1,3-Dichlorobenzene 
• 93352-83-1 1-Chloro-3-<(4-methylphenyl)sulfonyl>benzene 
• 38527-57-0 2-(m-chlorophenyl)furan 
• 14123-60-5 3-chlorophenylacetone 

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.

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.

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.