269410-15-3

Basic information

• Product Name: 2-(2-Fluorobiphenyl-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• Synonyms: 2-Fluoro-4-biphenylboronic acid, pinacol ester;3-Fluoro-4-biphenylboronic acid, pinacol ester;2-(2-Fluorobiphenyl-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)biphenyl;2-Fluoro-[1,1'-biphenyl]-4-boronicacid,pinacolester98%
• CAS NO: 269410-15-3
• Molecular Formula: C₁₈H₂₀BFO₂
• Molecular Weight: 298.16
• Product Categories: blocks;BoronicAcids
• Mol File: 269410-15-3.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(2-Fluorobiphenyl-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-Fluorobiphenyl-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(269410-15-3)
• EPA Substance Registry System: 2-(2-Fluorobiphenyl-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(269410-15-3)

Safety Data

• Hazardous Substances Data: 269410-15-3(Hazardous Substances Data)

Usage

General Description

2-(2-Fluorobiphenyl-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a chemical compound with the molecular formula C17H19BO2F. It is commonly used as a building block in organic chemistry for the synthesis of various pharmaceuticals, agrochemicals, and materials. It is a boronic ester, which means it contains a boron atom bonded to two oxygen atoms and a carbon atom. 2-(2-Fluorobiphenyl-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is known for its stability and reactivity in Suzuki-Miyaura cross-coupling reactions, making it a valuable tool for the construction of carbon-carbon bonds. Additionally, 2-(2-Fluorobiphenyl-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is also used in the field of materials science for the production of organic light-emitting diodes (OLEDs) and other optoelectronic devices.

Upstream product

• 41604-19-7 1-bromo-3-fluoro-4-phenylbenzene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 321-60-8 2-fluorobiphenyl 
• 73183-34-3 bis(pinacol)diborane 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 178305-99-2 (2-fluoro-[1,1'-biphenyl]-4-yl)boronic acid 

Downstream Products

• 862555-23-5 3-[1-(4-chloro-benzyl)-5-(2-fluoro-biphenyl-4-yl)-3-methyl-1H-indol-2-yl]-2,2-dimethyl-propionic acid methyl ester 

Relevant articles and documents

Iron-catalysed enantioselective Suzuki-Miyaura coupling of racemic alkyl bromides

The first iron-catalysed enantioselective Suzuki-Miyaura coupling reaction has been developed. In the presence of catalytic amounts of FeCl2 and (R,R)-QuinoxP?, lithium arylborates are cross-coupled with tert-butyl α-bromopropionate in an enantioconvergent manner, enabling facile access to various optically active α-arylpropionic acids including several nonsteroidal anti-inflammatory drugs (NSAIDs) of commercial importance. (R,R)-QuinoxP? is specifically able to induce chirality when compared to analogous P-chiral ligands that give racemic products, highlighting the critical importance of transmetalation in the present asymmetric cross-coupling system.

Hydroboronation process

The invention relates to processes for the synthesis of aryl or alkene borates which comprises reacting: (i) an olefinic compound having a halogen or halogen-like substituent in a vinylic substitution position, or (ii) an aromatic ring having a halogen or halogen-like substituent in a ring substitution position, with a disubstituted monohydroborane in the presence of a Group 8-11 metal catalyst. The invention also relates to the use of these borates in coupling reactions. The invention further relates to certain disubstituted monohydroboranes and aryl or alkene borates.