448-59-9

Basic information

• Product Name: 2,4,6-TRIS(4-FLUOROPHENYL)BOROXIN
• Synonyms: 4-FLUOROPHENYLBORONIC ANHYDRIDE;2,4,6-TRIS(4-FLUOROPHENYL)BOROXIN;TRIS(4-FLUOROPHENYL)BOROXINE;TRIS(4-FLUOROPHENYL)CYCLOTRIBOROXANE;p-Fluorophenyl boronic acid anhydride;4-Fluorophenylboronic Anhydride Tris(4-fluorophenyl)cyclotriboroxane;2,4,6-Tris(4-fluorophenyl)-1,3,5,2,4,6-trioxatriborinane
• CAS NO: 448-59-9
• Molecular Formula: C₁₈H₁₂B₃F₃O₃
• Molecular Weight: 365.71
• Product Categories: B (Classes of Boron Compounds);B-Bromocatecholborane, etc.;Boronic Acids
• Mol File: 448-59-9.mol
• Article Data: 27

Chemical Properties

• Melting Point: 261-263 °C
• Boiling Point: 361.4°C at 760 mmHg
• Flash Point: 172.4°C
• Appearance: /
• Density: 1.26g/cm³
• Vapor Pressure: 4.31E-05mmHg at 25°C
• Refractive Index: 1.535
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2,4,6-TRIS(4-FLUOROPHENYL)BOROXIN(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-TRIS(4-FLUOROPHENYL)BOROXIN(448-59-9)
• EPA Substance Registry System: 2,4,6-TRIS(4-FLUOROPHENYL)BOROXIN(448-59-9)

Safety Data

• Hazardous Substances Data: 448-59-9(Hazardous Substances Data)

Usage

General Description

2,4,6-TRIS(4-FLUOROPHENYL)BOROXIN is a chemical compound with the molecular formula C18H9B3F12O3. It is a boron-containing compound that is commonly used in organic synthesis. 2,4,6-TRIS(4-FLUOROPHENYL)BOROXIN is a boronic acid derivative and is often utilized as a reagent in cross-coupling reactions to form carbon-carbon bonds. It has three 4-fluorophenyl groups attached to the boron atom, making it a highly reactive and versatile compound in synthetic chemistry. 2,4,6-TRIS(4-FLUOROPHENYL)BOROXIN is known for its ability to form complex structures with a wide range of organic molecules, making it a valuable tool in the field of modern organic chemistry.

InChI:InChI=1/C18H12B3F3O3/c22-16-7-1-13(2-8-16)19-25-20(14-3-9-17(23)10-4-14)27-21(26-19)15-5-11-18(24)12-6-15/h1-12H

Upstream product

• 1765-93-1 4-fluoroboronic acid 
• 85107-53-5 ortho-(N,N-dimethylaminomethyl)phenylboronic acid 
• 121-43-7 Trimethyl borate 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 688-74-4 boric acid tributyl ester 
• 352-13-6 4-flourophenylmagnesium bromide 

Downstream Products

• 1416981-94-6 (S)-2-(1-(4-fluorophenyl)ethyl)naphthalene 
• 61495-15-6 3-(4-fluorophenyl)-1,2-dihydronaphthalene 
• 28396-55-6 2-(4-fluorophenyl)naphthalene 
• 78494-26-5 3-(4-fluorophenyl)cyclohexan-1-one 
• 414910-20-6 (R)-2-(4-Fluoro-phenyl)-4-oxo-piperidine-1-carboxylic acid benzyl ester 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 352-33-0 1-Chloro-4-fluorobenzene 

Relevant articles and documents

Nickel(II)-Catalyzed Addition of Aryl and Heteroaryl Boroxines to the Sulfinylamine Reagent TrNSO: The Catalytic Synthesis of Sulfinamides, Sulfonimidamides, and Primary Sulfonamides

We report a redox-neutral Ni(II)-catalyzed addition of (hetero)aryl boroxines to N-sulfinyltritylamine (TrNSO). The reactions use a catalyst generated from the combination of commercial, air-stable NiCl2·(glyme) and a commercially available bipyridine lig

Rhodium-Catalyzed Enantioposition-Selective Hydroarylation of Divinylphosphine Oxides with Aryl Boroxines

The rhodium-catalyzed hydroarylation of divinylphosphine oxides (RP(O)(CH=CH2)2) with aryl boroxines ((ArBO)3) gives the corresponding monoarylation products (RP(O)(CH=CHAr)CH2CH3) in high yields. One of the two vinyl groups in the phosphine oxide undergoes oxidative arylation while the other one is reduced to an ethyl moiety. These reactions proceed with high selectivity in terms of the enantiotopic vinyl groups in the presence of (R)-DTBM-segphos/Rh to give the P-stereogenic monoarylation products with high enantioselectivity.

Palladium(II)-Catalyzed Enantioselective Synthesis of α-(Trifluoromethyl)arylmethylamines

We describe a method for the synthesis of α-(trifluoromethyl)arylmethylamines that consists of the palladium(II)-catalyzed addition of arylboroxines to imines derived from trifluoroacetaldehyde. Palladium acetate is used as a catalyst with electron-neutral or electron-rich arylboroxines, and it was found that addition of an ammonium or silver salt was crucial to promote the reaction of electron-poor boroxines. With (S)-t-Bu-PyOX as the chiral ligand, this method delivers a variety of α-trifluoromethylated amines in 57-91% yield and with greater than 92% ee in most cases.