24564-52-1

Basic information

• Product Name: 4-(N,N-DIMETHYLAMINO)BENZENEDIAZONIUM TETRAFLUOROBORATE
• Synonyms: 4-dimethylaminobenzenediazoniumfluoroborate;P-DIAZODIMETHYLANILINE FLUOBORATE;P-DIAZO-N,N-DIMETHYLANILINE FLUOROBORATE;P-(DIMETHYLAMINO)BENZENEDIAZONIUM TETRAFLUOROBORATE;4-(N,N-DIMETHYLAMINO)BENZENEDIAZONIUM TETRAFLUOROBORATE;4-(dimethylamino)benzenediazonium tetrafluoroborate;4-(Dimethylamino)benzenediazonium·tetrafluoroboronanion;100-04-9 (Chloride)
• CAS NO: 24564-52-1
• Molecular Formula: BF₄*C₈H₁₀N₃
• Molecular Weight: 234.99
• EINECS: 246-318-5
• Mol File: 24564-52-1.mol
• Article Data: 12

Chemical Properties

• Melting Point: 150 °C (decomp)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: 4-(N,N-DIMETHYLAMINO)BENZENEDIAZONIUM TETRAFLUOROBORATE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(N,N-DIMETHYLAMINO)BENZENEDIAZONIUM TETRAFLUOROBORATE(24564-52-1)
• EPA Substance Registry System: 4-(N,N-DIMETHYLAMINO)BENZENEDIAZONIUM TETRAFLUOROBORATE(24564-52-1)

Safety Data

• Hazardous Substances Data: 24564-52-1(Hazardous Substances Data)

Usage

General Description

4-(N,N-Dimethylamino)benzenediazonium tetrafluoroborate is a chemical compound consisting of a benzene ring with a dimethylamino group and a diazonium group attached. It is typically found in the form of a tetrafluoroborate salt. 4-(N,N-DIMETHYLAMINO)BENZENEDIAZONIUM TETRAFLUOROBORATE is commonly used as a versatile intermediate in organic synthesis, particularly in the preparation of various azo compounds. It is also used in organic reactions and as a source of diazonium ions in various transformations. Additionally, it has been studied for its potential applications in the fields of materials science, photochemistry, and medicinal chemistry. However, it should be handled with caution due to its potential hazards and reactivity.

InChI:InChI=1/C8H10N3.BF4/c1-11(2)8-5-3-7(10-9)4-6-8;2-1(3,4)5/h3-6H,1-2H3;/q+1;-1

Upstream product

• 99-98-9 4-amino-N,N-dimethylaniline 
• 7632-00-0 sodium nitrite 
• 121-69-7 N,N-dimethyl-aniline 
• 540-80-7 tert.-butylnitrite 

Downstream Products

• 86298-04-6 C₂₂H₂₄N₄S₃ 
• 106002-70-4 Dimethyl-[4-((1E,3E,5Z,7Z)-4-nitro-cyclooctatetraenylazo)-phenyl]-amine 
• 98635-22-4 4-(4-Dimethylamino-phenylazo)-N³,N³,N⁵,N⁵-tetramethyl-1H-pyrazole-3,5-diamine 
• 70654-53-4 1,2-bis<4-(α,α-dicyano-p-N,N-dimethylaminobenzyl)phenyl>-1,1,2,2-tetracyanoethane 
• 121-69-7 N,N-dimethyl-aniline 
• 6257-64-3 methyl orange 
• 2491-74-9 N,N-dimethyl-4-(4-nitrophenylazo)aniline 
• 528-29-0 1,2-Dinitrobenzene 
• 3010-38-6 N,N-dimethyl-4-[(2-nitrophenyl)diazenyl]aniline 
• 106002-75-9 Dimethyl-[4-(8-nitro-naphthalen-1-ylazo)-phenyl]-amine 
• 119525-59-6 3-nitro-4-hydroxy-4'-N,N-dimethylaminoazobenzene 
• 96917-93-0 4-[1-[(4-Dimethylamino-phenyl)-hydrazonomethyl]-2-oxo-prop-(E)-ylidene]-5-methyl-2-phenyl-2,4-dihydro-pyrazol-3-one 

Relevant articles and documents

Viscosity sensitive near-infrared fluorescent probes based on functionalized single-walled carbon nanotubes

A viscosity-sensitive fluorescent probe is demonstrated by grafting a rotatable 4-N,N′-dimethylaniline group on (6,5) single-walled carbon nanotubes. The rotation of the grafted group is constricted by solution viscosity, causing changes in the photoluminescence behaviors of the nanotubes. This enables a highly sensitive fluorescent probe for determining solution ratiometric viscosity in the biologically transparent second near-infrared region. This journal is

Near-Infrared Boron Difluoride Formazanate Dyes

Near-infrared (NIR) dyes are sought after for their utility in light harvesting, bioimaging, and light-mediated therapies. Since long-wavelength photoluminescence typically involves extensive π-conjugated systems of double bonds and aromatic rings, it is often assumed that NIR dyes have to be large molecules that require complex syntheses. We challenge this assumption by demonstrating that facile incorporation of tertiary amine groups into readily available 3-cyanoformazans affords efficient production of relatively simple NIR-active BF2 formazanate dyes (λabs=691–760 nm, λPL=834–904 nm in toluene). Cyclic voltammetry experiments on these compounds reveal multiple reversible redox waves linked to the interplay between the tertiary amine and BF2 formazanate moieties. Density-functional calculations indicate that the NIR electronic transitions in BF2 formazanates are of π→π*-type, but do not always involve strong charge transfer.

Aryldiazonium Salts as Nitrogen-Based Lewis Acids: Facile Synthesis of Tuneable Azophosphonium Salts

Inspired by the commercially available azoimidazolium dyes (e.g., Basic Red 51) that can be obtained from aryldiazonium salts and N-heterocyclic carbenes, we developed the synthesis of a unique set of arylazophosphonium salts. A range of colours were obtained by applying readily tuneable phosphine donor ligands and para-substituted aryldiazonium salts as nitrogen-based Lewis acids. With cyclic voltammetry, a general procedure was designed to establish whether the reaction between a Lewis acid and a Lewis base occurs by single-electron transfer or electron-pair transfer.