459-64-3

Basic information

• Product Name: 4-METHOXYBENZENEDIAZONIUM TETRAFLUOROBORATE
• Synonyms: MethoxybenzenediazoniuM tetrafluoroborate;4-Mebenzenediazonium tetrafluoroborate;4-METHOXYBENZENEDIAZONIUM TETRAFLUOROBORATE;4-MethoxybenzenediazoniumTetrafluoroborate98%
• CAS NO: 459-64-3
• Molecular Formula: BF₄*C₇H₇N₂O
• Molecular Weight: 221.95
• EINECS: 207-296-2
• Product Categories: Azo/Diazo Compounds;Nitrogen Compounds;Organic Building Blocks
• Mol File: 459-64-3.mol
• Article Data: 87

Chemical Properties

• Melting Point: 142-144 °C(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• Storage Temp.: Refrigerator (+4°C)
• Water Solubility: Decompose in water
• BRN: 3579591
• CAS DataBase Reference: 4-METHOXYBENZENEDIAZONIUM TETRAFLUOROBORATE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXYBENZENEDIAZONIUM TETRAFLUOROBORATE(459-64-3)
• EPA Substance Registry System: 4-METHOXYBENZENEDIAZONIUM TETRAFLUOROBORATE(459-64-3)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• F: 10-21
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 459-64-3(Hazardous Substances Data)

Usage

Description

4-Methoxybenzenediazonium tetrafluoroborate is an organic compound that is commonly used as a reagent in chemical synthesis. It is characterized by its ability to form diazonium salts, which are important intermediates in various organic reactions.

Uses

Used in Organic Synthesis:
4-Methoxybenzenediazonium tetrafluoroborate is used as a reagent for the preparation of azo coupled cyclic β-enaminones. This application is particularly useful in the synthesis of complex organic molecules and the development of new chemical compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Methoxybenzenediazonium tetrafluoroborate is used as a key intermediate in the synthesis of various drug molecules. Its ability to form diazonium salts allows for the creation of a wide range of pharmaceutical compounds with potential therapeutic applications.
Used in Dye and Pigment Industry:
4-Methoxybenzenediazonium tetrafluoroborate is also used in the dye and pigment industry for the production of azo dyes. These dyes are widely used in various applications, including textiles, plastics, and printing inks, due to their vibrant colors and stability.
Overall, 4-Methoxybenzenediazonium tetrafluoroborate is a versatile reagent with applications in various industries, including organic synthesis, pharmaceuticals, and dyes and pigments. Its ability to form diazonium salts makes it a valuable component in the development of new chemical compounds and products.

InChI:InChI=1/C7H7N2O.B.4FH/c1-10-7-4-2-6(9-8)3-5-7;;;;;/h2-5H,1H3;;4*1H/q+1;+3;;;;/p-4

Upstream product

• 104-94-9 4-methoxy-aniline 
• 462-34-0 boron trifluoride-tetrahydrofuran complex 
• 110-46-3 isopentyl nitrite 
• 7632-00-0 sodium nitrite 
• 67-56-1 methanol 
• 459-45-0 4-fluorobenzenediazonium tetrafluoroborate 
• 540-80-7 tert.-butylnitrite 
• 90-04-0 2-methoxy-phenylamine 
• 109-63-7 boron trifluoride diethyl etherate 
• 7664-39-3 hydrogen fluoride 
• 11113-50-1 boric acid 
• 51-66-1 4-methoxyacetanilide 
• 5329-14-6 aminosulfonic acid 
• 74317-32-1 18-crown-6/p-methoxybenzenediazonium tetrafluoroborate complex 

Downstream Products

• 459-60-9 1-fluoro-4-methoxybenzene 
• 69065-70-9 N',N'''-bis-(4-methoxy-phenyl)-N,N''-(4-tert-butyl-1-methoxy-1-phenyl-1λ⁵-phosphinine-2,6-diyl)-bis-diazene 
• 51459-97-3 4-[3-(4-methoxy-phenylazo)-5-phenyl-furan-2-yl]-morpholine 
• 58364-76-4 2-[(1Ξ,2Z)-(4-methoxy-phenyl)-triazenylidene]-3-methyl-2,3-dihydro-benzothiazole 
• 69139-86-2 4-[4-benzhydrylidene-1-(4-methoxy-phenyl)-5-oxo-4,5-dihydro-1H-pyrazole-3-carbonyl]-morpholine 
• 59008-73-0 1-(4-methoxy-phenyl)-3,4-dimethyl-1H-7λ⁴-[1,2]dithiolo[5,1-e][1,2,3]thiadiazole 
• 59039-32-6 1-(4-methoxy-phenyl)-5-methyl-1H-7λ⁴-[1,2]diselenolo[5,1-e][1,2,3]selenadiazole 
• 59008-77-4 2-(4-methoxy-phenyl)-2,5,6,7-tetrahydro-2aλ⁴,3-dithia-1,2-diaza-cyclopenta[cd]indene 
• 59008-86-5 5-tert-butyl-1-(4-methoxy-phenyl)-1H-7λ⁴-[1,2]dithiolo[5,1-e][1,2,3]thiadiazole 
• 59008-69-4 1-(4-methoxy-phenyl)-1H-7λ⁴-[1,2]dithiolo[5,1-e][1,2,3]thiadiazole 
• 51208-27-6 (1,1-dimethoxy-2,6-diphenyl-1λ⁵-phosphinin-4-yl)-(4-methoxy-phenyl)-diazene 
• 59008-87-6 5-tert-butyl-1-(4-methoxy-phenyl)-3-(4-methoxy-phenylazo)-1H-7λ⁴-[1,2]dithiolo[5,1-e][1,2,3]thiadiazole 
• 66716-04-9 2-(4-methoxy-phenyl)-3-phenyl-3,5,6,7-tetrahydro-2H-2aλ⁴-thia-1,2,3,4-tetraaza-cyclopenta[cd]indene 
• 203110-98-9 C₉H₁₃N₂O₄P 

Relevant articles and documents

Mono- and Ditopic Bisfunctionalization of Graphene

For the first time, the bisfunctionalization of graphene by employing two successive reduction and covalent bond forming steps is reported. Bulk functionalization in dispersion and functionalization of individual sheets deposited on surfaces have both been carried out. Whereas in the former case attacks from both sides of the basal plane are possible and can lead to strain-free architectures, in the latter case, retrofunctionalizations can become important when the corresponding anion of the addend is a sufficiently good leaving group.

Chemical and Genetic Studies on the Formation of Pyrrolones During the Biosynthesis of Cytochalasans

A key step during the biosynthesis of cytochalasans is a proposed Knoevenagel condensation to form the pyrrolone core, enabling the subsequent 4+2 cycloaddition reaction that results in the characteristic octahydroisoindolone motif of all cytochalasans. In this work, we investigate the role of the highly conserved α,β-hydrolase enzymes PyiE and ORFZ during the biosynthesis of pyrichalasin H and the ACE1 metabolite, respectively, using gene knockout and complementation techniques. Using synthetic aldehyde models we demonstrate that the Knoevenagel condensation proceeds spontaneously but results in the 1,3-dihydro-2H-pyrrol-2-one tautomer, rather than the required 1,5-dihydro-2H-pyrrol-2-one tautomer. Taken together our results suggest that the α,β-hydrolase enzymes are essential for first ring cyclisation, but the precise nature of the intermediates remains to be determined.

Light- and Manganese-Initiated Borylation of Aryl Diazonium Salts: Mechanistic Insight on the Ultrafast Time-Scale Revealed by Time-Resolved Spectroscopic Analysis

Manganese-mediated borylation of aryl/heteroaryl diazonium salts emerges as a general and versatile synthetic methodology for the synthesis of the corresponding boronate esters. The reaction proved an ideal testing ground for delineating the Mn species responsible for the photochemical reaction processes, that is, involving either Mn radical or Mn cationic species, which is dependent on the presence of a suitably strong oxidant. Our findings are important for a plethora of processes employing Mn-containing carbonyl species as initiators and/or catalysts, which have considerable potential in synthetic applications.

Palladium-Catalyzed Formal (3 + 2) Cycloaddition Reactions of 2-Nitro-1,3-enynes with Vinylaziridines, -epoxides, and -cyclopropanes

A two-step Pd-catalyzed (3 + 2) cycloaddition/HNO2 elimination reaction sequence has been developed to give novel cyclic 1,3-dien-5-yne systems from Pd-stabilized zwitterionic 1,3-dipoles and 2-nitro-1,3-enyne substrates. The process is highly atom-efficient and tolerates the reaction of 2-vinyloxirane, 1-tosyl-2-vinylaziridine, and diethyl 2-vinylcyclopropane-1,1-dicarboxylate derived 1,3-dipoles with a variety of 2-nitro-1,3-enyne substrates. The stereochemistry of the intermediate (3 + 2) cycloadducts was determined by single crystal X-ray analysis. Furthermore, a selective kinetic elimination of the cycloadduct with an antiperiplanar relationship between the NO2 group and the participating hydrogen was demonstrated, allowing for efficient isolation of a single diastereoisomer of the cycloadduct.