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

Palladium-catalyzed borylation of aryl bromides and chlorides using phosphatrioxa-adamantane ligands

Catalysts based on the combination of Pd(OAc)2 and the electron-deficient phosphatrioxa-adamantane ligands are described for borylation of aryl bromides and chlorides. Catalytic evaluation of a small library of phosphatrioxa-adamantane ligands provided some insights on the preferred ligand steric profile for borylation reactions. The corresponding aryl boronate esters were accessed under mild conditions (25–70 °C) and isolated in high yields (up to 96%).

Cu-mediated: vs. Cu-free selective borylation of aryl alkyl sulfones

A Cu-catalysed borylation of aryl alkyl sulfones was developed for the high yield synthesis of versatile arylboronic esters using a readily prepared NHC-Cu catalyst. In addition, the selective cleavage of either alkyl(C)-sulfonyl or aryl(C)-sulfonyl bonds

Synthesis of arylboronates via the Pd-catalyzed desulfitative coupling reaction of sodium arylsulfinates with bis(pinacolato)diboron

The desulfitative borylation reaction of sodium arylsulfinates with bis(pinacolato)diboron or bis(neopentylglycolato)diboron under palladium catalysis has been developed, allowing selective C-B bond formation to give arylboronates with a range of functional groups in moderate to good yields under mild reaction conditions. A gram-scale preparation as well as the cascade Suzuki-Miyaura cross-coupling of arylboronates demonstrated the potential practical utility in organic synthesis.