225916-39-2

Basic information

• Product Name: 2-(4-FLUOROPHENYL)-5,5-DIMETHYL-1,3,2-DIOXABORINANE
• Synonyms: 2-(4-FLUOROPHENYL)-5,5-DIMETHYL-1,3,2-DIOXABORINANE;AKOS BRN-0899;4-FLUOROPHENYLBORONIC ACID NEOPENTYLGLYCOL ESTER, 97%;2-(4-fluorophenyl)-5,5-dimrthyl-1,3,2-dioxaborinane;4-FLUOROPHENYLBORONIC ACID, NEOPENTYL ESTER
• CAS NO: 225916-39-2
• Molecular Formula: C₁₁H₁₄BFO₂
• Molecular Weight: 208.04
• Product Categories: Aryl Boronate Esters;Boronate Esters;Boronic Acids and Derivatives;Chemical Synthesis;Organometallic Reagents
• Mol File: 225916-39-2.mol
• Article Data: 37

Chemical Properties

• Melting Point: 64-68 °C(lit.)
• Boiling Point: 284.4°C at 760 mmHg
• Flash Point: 125.8°C
• Appearance: /
• Density: 1.07g/cm³
• Vapor Pressure: 0.00512mmHg at 25°C
• Refractive Index: 1.48
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-(4-FLUOROPHENYL)-5,5-DIMETHYL-1,3,2-DIOXABORINANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-FLUOROPHENYL)-5,5-DIMETHYL-1,3,2-DIOXABORINANE(225916-39-2)
• EPA Substance Registry System: 2-(4-FLUOROPHENYL)-5,5-DIMETHYL-1,3,2-DIOXABORINANE(225916-39-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 225916-39-2(Hazardous Substances Data)

Usage

General Description

2-(4-fluorophenyl)-5,5-dimethyl-1,3,2-dioxaborinane is a chemical compound that belongs to the class of boron-containing heterocycles. It is a boronic ester and is commonly used in organic synthesis as a building block for the preparation of various pharmaceuticals, agrochemicals, and materials. 2-(4-FLUOROPHENYL)-5,5-DIMETHYL-1,3,2-DIOXABORINANE is known for its stability and reactivity, making it valuable for cross-coupling reactions in the synthesis of complex organic molecules. It has also shown potential as a reagent in the development of new drug candidates and in the production of electronic materials. Additionally, it has been studied for its potential applications in the field of catalysis and materials science.

InChI:InChI=1/C11H14BFO2/c1-11(2)7-14-12(15-8-11)9-3-5-10(13)6-4-9/h3-6H,7-8H2,1-2H3

Upstream product

• 1765-93-1 4-fluoroboronic acid 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 67-56-1 methanol 
• 10294-34-5 boron trichloride 
• 33756-42-2 tri-p-fluorophenylstibine 
• 448-59-9 tris(4-fluorophenyl)boroxine 
• 1194-02-1 4-fluorobenzonitrile 
• 201733-56-4 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 57186-57-9 2-methoxy-5,5,-dimethy-1,3,2-dioxaborinane 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 456-22-4 4-Fluorobenzoic acid 
• 349-88-2 4-Fluorobenzenesulfonyl chloride 
• 824-80-6 sodium 4-fluorobenzenesulfinate 
• 352-34-1 4-fluoro-1-iodobenzene 

Downstream Products

• 872094-35-4 (R)-(-)-11-acetoxy-2-(4-fluorophenyl)-10-methoxyapomorphine 
• 863704-60-3 6-(4-fluorophenyl)-2-pyridinecarboxylic acid 
• 28396-55-6 2-(4-fluorophenyl)naphthalene 
• 553631-05-3 tert-butyl 4-hydroxy-4-(4-fluorophenyl)-1-piperidinecarboxylate 
• 324-74-3 4-fluoro-biphenyl 
• 1345470-21-4 2-[(4'-fluoro-5-methoxybiphenyl-2-yl)sulfinyl]pyridine 
• 1594124-00-1 (S)-2-((4-fluorophenyl)(3-methoxyphenyl)methyl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 1594124-07-8 (R)-2-((4-fluorophenyl)(4-methoxyphenyl)methyl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 1415045-35-0 N,N-diethyl-3-(4-fluorophenyl)furan-2-carboxamide 
• 1415045-44-1 N,N-diethyl-2-(4-fluorophenyl)furan-3-carboxamide 
• 1415045-34-9 N,N-diethyl-2-(4-fluorophenyl)thiophene-3-carboxamide 
• 1415046-62-6 N,N-diethyl-3-(4-fluorophenyl)picolinamide 
• 1415045-31-6 N,N-diethyl-3-(4-fluorophenyl)pyrazine-2-carboxamide 
• 456-22-4 4-Fluorobenzoic acid 

Relevant articles and documents

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.

Nickel-Catalyzed Regioselective Alkenylarylation of γ,δ-Alkenyl Ketones via Carbonyl Coordination

We disclose a nickel-catalyzed reaction, which enabled us to difunctionalize unactivated γ,δ-alkenes in ketones with alkenyl triflates and arylboronic esters. The reaction was made feasible by the use of 5-chloro-8-hydroxyquinoline as a ligand along with

Ruthenium-Catalyzed Reductive Arylation of N-(2-Pyridinyl)amides with Isopropanol and Arylboronate Esters

A new three-component reductive arylation of amides with stable reactants (iPrOH and arylboronate esters), making use of a 2-pyridinyl (Py) directing group, is described. The N-Py-amide substrates are readily prepared from carboxylic acids and PyNH2, and the resulting N-Py-1-arylalkanamine reaction products are easily transformed into the corresponding chlorides by substitution of the HN-Py group with HCl. The 1-aryl-1-chloroalkane products allow substitution and cross-coupling reactions. Therefore, a general protocol for the transformation of carboxylic acids into a variety of functionalities is obtained. The Py-NH2 by-product can be recycled.