214360-58-4

Basic information

• Product Name: 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)FLUOROBENZENE
• Synonyms: 2-(4-Fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;4-Fluorobenzeneboronic acid, pinacol ester;1,3,2-Dioxaborolane,2-(4-fluorophenyl)-4,4,5,5-tetraMethyl-;4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)fluorobenzene 214360-58-4;SWZn-214360-58-4;4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)FLUOROBENZENE;4-FLUOROPHENYLBORONIC ACID, PINACOL ESTER;4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-FLUOROBENZENE 90%
• CAS NO: 214360-58-4
• Molecular Formula: C₁₂H₁₆BFO₂
• Molecular Weight: 222.06
• EINECS: 671-855-0
• Product Categories: Heterocyclic Compounds
• Mol File: 214360-58-4.mol
• Article Data: 123

Chemical Properties

• Boiling Point: 279.4°Cat760mmHg
• Flash Point: 122.8°C
• Appearance: /
• Density: 1.05g/cm³
• Vapor Pressure: 0.00684mmHg at 25°C
• Refractive Index: 1.479
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)FLUOROBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)FLUOROBENZENE(214360-58-4)
• EPA Substance Registry System: 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)FLUOROBENZENE(214360-58-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 214360-58-4(Hazardous Substances Data)

Usage

General Description

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)fluorobenzene is a specialized chemical compound used in a variety of research and scientific contexts. As an organoboron compound, it has properties that make it useful in areas such as the synthesis of complex organic molecules, including pharmaceuticals. Its structure contains a fluorobenzene ring, which is coupled to a tetramethyl boron group. The latter contains the boron atom, crucial for many chemical reactions, including Suzuki coupling. Despite its complex structure, it's typically available as a commercial product from various suppliers for use in laboratory contexts.

InChI:InChI=1/C12H16BFO2/c1-11(2)12(3,4)16-13(15-11)9-5-7-10(14)8-6-9/h5-8H,1-4H3

Upstream product

• 352-33-0 1-Chloro-4-fluorobenzene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 1765-93-1 4-fluoroboronic acid 
• 462-06-6 fluorobenzene 
• 371-40-4 4-fluoroaniline 
• 73183-34-3 bis(pinacol)diborane 
• 448-59-9 tris(4-fluorophenyl)boroxine 
• 1321604-73-2 C₁₀H₁₄BFN₂ 
• 96783-59-4 1-(4-fluorophenyl)-2-(pyrrolidin-1-yl)diazene 
• 185990-03-8 dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane 
• 352-34-1 4-fluoro-1-iodobenzene 

Downstream Products

• 99770-93-1 benzene-1,4-diboronic acid bispinacol ester 
• 1765-93-1 4-fluoroboronic acid 
• 1103930-19-3 methyl 4-(2-(2-(4-benzhydrylpiperazin-1-yl)-2-oxoethoxy)acetamido)-4'-fluorobiphenyl-3-carboxylate 
• 1103930-74-0 methyl 4-(2-(2-(benzhydrylamino)-2-oxoethoxy)acetamido)-4'-fluorobiphenyl-3-carboxylate 
• 352-32-9 p-fluorotoluene 
• 1187951-65-0 C₂₃H₁₈FN₃O₂S 
• 1187951-69-4 C₂₄H₂₀FN₃O₂S 
• 1233731-18-4 5-(4-fluorophenyl)-1-phenyl-1H-tetrazole 
• 324-74-3 4-fluoro-biphenyl 
• 1337936-10-3 6-(4-fluorophenyl)-2H-chromen-2-one 
• 1337935-98-4 C₁₉H₁₈FNO₂ 
• 1337936-02-3 C₁₇H₁₄FNO₂ 
• 1351476-56-6 C₂₅H₂₅FN₄ 
• 1351477-61-6 C₃₂H₃₁FN₄O₂S 

Relevant articles and documents

Photochemical and electrochemical C-N borylation of arylhydrazines

The C-N borylation of arylhydrazine hydrochlorides with bis(pinacolato)diboron was achieved under photochemical and electrochemical conditions, respectively. This novel and scalable transformation provides two efficient and mild transition-metal-free synt

Unreactive C-N Bond Activation of Anilines via Photoinduced Aerobic Borylation

Unreactive C-N bond activation of anilines was achieved by photoinduced aerobic borylation. A diverse range of tertiary and secondary anilines were converted to aryl boronate esters in moderate to good yields with wide functional group tolerance under simple and ambient photochemical conditions. This transformation achieved the direct and facile C-N bond activation of unreactive anilines, providing a convenient and practical route transforming widely available anilines into useful aryl boronate esters.

Evaluation of the role of graphene-based Cu(i) catalysts in borylation reactions

Carbon-supported catalysts have been considered as macromolecular ligands which modulate the activity of the metallic catalytic center. Understanding the properties and the factors that control the interactions between the metal and support allows a fine tuning of the catalyzed processes. Although huge effort has been devoted to comprehending binding energies and charge transfer for single atom noble metals, the interaction of graphenic surfaces with cheap and versatile Cu(i) salts has been scarcely studied. A methodical experimental and theoretical analysis of different carbon-based Cu(i) materials in the context of the development of an efficient, general, scalable, and sustainable borylation reaction of aliphatic and aromatic halides has been performed. We have also examined the effect of microwave (MW) radiation in the preparation of these type of materials using sustainable graphite nanoplatelets (GNP) as a support. A detailed analysis of all the possible species in solution revealed that the catalysis is mainly due to an interesting synergetic Cu2O/graphene performance, which has been corroborated by an extensive theoretical study. We demonstrated through DFT calculations at a high level of theory that graphene enhances the reactivity of the metal in Cu2O against the halide derivative favoring a radical departure from the halogen. Moreover, this material is able to stabilize radical intermediates providing unexpected pathways not observed using homogeneous Cu(i) catalysed reactions. Finally, we proved that other common carbon-based supports like carbon black, graphene oxide and reduced graphene oxide provided poorer results in the borylation process.