850567-57-6

Basic information

• Product Name: 2-Bromomethyl-4-fluorophenylboronic acid pinacol ester
• Synonyms: (2-BROMOMETHYL-4-FLUORO)BENZENEBORONIC ACID, PINACOL ESTER;2-BROMOMETHYL-4-FLUOROPHENYLBORONIC ACID, PINACOL ESTER;2-(Bromomethyl)-4-fluorobenzeneboronic acid, pinacol ester 95%;2-(Bromomethyl)-4-fluorobenzeneboronicacid,pinacolester95%;2-(2-(BroMoMethyl)-4-fluorophenyl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane
• CAS NO: 850567-57-6
• Molecular Formula: C₁₃H₁₇BBrFO₂
• Molecular Weight: 314.99
• Product Categories: blocks;BoronicAcids
• Mol File: 850567-57-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: 47-48℃
• Boiling Point: 352.4 °C at 760 mmHg
• Flash Point: 166.9 °C
• Appearance: /
• Density: 1.31 g/cm³
• Vapor Pressure: 7.81E-05mmHg at 25°C
• Refractive Index: 1.513
• Storage Temp.: Keep Cold
• CAS DataBase Reference: 2-Bromomethyl-4-fluorophenylboronic acid pinacol ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromomethyl-4-fluorophenylboronic acid pinacol ester(850567-57-6)
• EPA Substance Registry System: 2-Bromomethyl-4-fluorophenylboronic acid pinacol ester(850567-57-6)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 850567-57-6(Hazardous Substances Data)

Usage

General Description

2-Bromomethyl-4-fluorophenylboronic acid pinacol ester is a chemical compound with the molecular formula C12H14BBrFOP. It is a boronic acid derivative that is commonly used in organic synthesis and medicinal chemistry. 2-Bromomethyl-4-fluorophenylboronic acid pinacol ester is a useful building block for the synthesis of various pharmaceuticals, agrochemicals, and materials. It is known for its ability to form stable complexes with Lewis bases and transition metal catalysts, which makes it a valuable reagent for cross-coupling reactions. Additionally, its unique structure and reactivity make it a versatile intermediate that can be used to introduce fluorine-containing substituents into organic molecules. Overall, 2-Bromomethyl-4-fluorophenylboronic acid pinacol ester is a valuable and versatile chemical with a wide range of applications in the field of organic chemistry.

InChI:InChI=1/C13H17BBrFO2/c1-12(2)13(3,4)18-14(17-12)11-6-5-10(16)7-9(11)8-15/h5-7H,8H2,1-4H3

Upstream product

• 815631-56-2 2-(4-fluoro-2-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Downstream Products

• 195062-59-0 2-methylphenylboronic acid pinacol ester 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 174671-46-6 tavaborole 
• 1447933-60-9 3-(bromomethyl)-5-fluorobenzene-1,2-diol 
• 2357-33-7 5-fluoro-2-hydroxy-benzyl alcohol 
• 1260902-19-9 C₇H₆BrFO 
• 11113-50-1 boric acid 
• 25240-59-9 pinacolboronic acid 
• 1447933-56-3 (2-hydroxy5-fluorobenzyl)trimethylquaternary ammonium bromide 
• 1447933-53-0 C₁₀H₁₆BFNO₂⁽¹⁺⁾*Br^(1-) 
• 1447933-49-4 trimethyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5-fluorobenzyl]-quaternaryammonium bromide 
• 1030832-53-1 9-[N-[6-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolano)-3-fluorobenzyl]-N-[3-(methacrylamido)propylamino]methyl]-10-[N-[6-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolano)-3-fluorobenzyl]-N-[2-(tert-butoxycarbonyl)ethylamino]methyl]anthracene 

Relevant articles and documents

Copper-Catalyzed Electrophilic Amidation of Organotrifluoroborates with Use of N-Methoxyamides

A copper-catalyzed electrophilic amidation of aryltrifluoroborates with use of N-methoxyamides is reported. The reaction shows high functional group compatibility derived from two distinct features: 1) the high stability of the N-methoxyamides and 2) the nonbasic mild conditions in the presence of LiCl. The developed method can also be applied to the synthesis of enamides, which are widely distributed in natural products. Preliminary mechanistic studies suggest that the initial step is the transmetalation of the aryltrifluoroborate by the assistance of LiCl, and the resulting aryl copper intermediate provides the anilide through non-SN2 oxidative addition to the N-methoxyamide and subsequent reductive elimination.