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

General 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. 3-chlorobenzenediazonium tetrafluorborate is also used as a precursor for the synthesis of various aromatic and heteroaromatic compounds, as well as in the development of new materials and pharmaceuticals. 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

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

Downstream Products

• 2626-31-5 1-(m-chlorophenyl)cyclopentene 
• 2362-72-3 3-(m-Chlorphenyl)-cyclopenten 
• 2051-61-8 m-chlorobiphenyl 
• 108-43-0 3-monochlorophenol 
• 625-98-9 3-chlorofluorobenzene 
• 106131-20-8 (E)-1,2-bis(3-chlorophenyl)diazene 
• 2050-67-1 PCB 11 
• 446836-14-2 C₁₁H₁₀ClNO₂S 
• 108-37-2 1-bromo-3-chlorobenzene 
• 669760-67-2 N'-(3-chlorophenyl)-2-oxopropanimidohydrazide 
• 61203-29-0 {(C₆H₅)3SbC₆H₄Cl}⁽¹⁺⁾*BF₄^(1-)={(C₆H₅)3SbC₆H₄Cl}BF₄ 
• 20693-85-0 1-C₆H₄-3-Cl-1.2-C₂B₁₀H₁₁ 
• 111426-93-8 1-(3-chlorophenyl)-m-carbaborane 
• 63686-33-9 [Ir(CO)Cl(NH:NC₆H₃Cl-m)(PPh₃)2]BF₄ 

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.

Transition-Metal- A nd Light-Free Directed Amination of Remote Unactivated C(sp3)-H Bonds of Alcohols

Due to the great value of amino alcohols, new methods for their synthesis are in high demand. Abundant aliphatic alcohols represent the ideal feedstock for the method development toward this important motif. To date, transition-metal-catalyzed approaches for the directed remote amination of alcohols have been well established. Yet, they have certain disadvantages such as the use of expensive catalysts and limited scope. Very recently, transition-metal-free visible-light-induced radical approaches have emerged as new powerful tools for directed remote amination of alcohols. Relying on 1,5-HAT reactivity, these methods are limited to β-or δ- A mination only. Herein, we report a novel transitionmetal- A nd visible-light-free room-temperature radical approach for remote β-, γ-, and δ-C(sp3)-N bond formation in aliphatic alcohols using mild basic conditions and readily available diazonium salt reagents.

RhIII-Catalyzed Synthesis of Highly Substituted 2-Pyridones using Fluorinated Diazomalonate

A RhIII-catalyzed strategy was developed for the rapid construction of highly substituted 2-pyridone scaffolds using α,β-unsaturated oximes and fluorinated diazomalonate. The reaction proceeds through direct, site-selective alkylation based on migratory insertion and subsequent cyclocondensation. A wide substrate scope with different functional groups was explored. The requirement of fluorinated diazomalonate was explored for this transformation. The developed methodology was further extended with the synthesis of the bioactive compound.