1357266-25-1

Basic information

• Product Name: 2-(3-bromo-5-fluorophenyl)-4,4,5,5-tetramethyl[1,3,2]dioxaborolane
• Synonyms: 2-(3-bromo-5-fluorophenyl)-4,4,5,5-tetramethyl[1,3,2]dioxaborolane
• CAS NO: 1357266-25-1
• Molecular Weight: 300.963
• Mol File: 1357266-25-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-(3-bromo-5-fluorophenyl)-4,4,5,5-tetramethyl[1,3,2]dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-bromo-5-fluorophenyl)-4,4,5,5-tetramethyl[1,3,2]dioxaborolane(1357266-25-1)
• EPA Substance Registry System: 2-(3-bromo-5-fluorophenyl)-4,4,5,5-tetramethyl[1,3,2]dioxaborolane(1357266-25-1)

Safety Data

• Hazardous Substances Data: 1357266-25-1(Hazardous Substances Data)

Usage

General Description

2-(3-bromo-5-fluorophenyl)-4,4,5,5-tetramethyl[1,3,2]dioxaborolane is a chemical compound that belongs to the family of boron-containing compounds. It is commonly used in organic synthesis as a reagent for the introduction of boron nucleophiles into organic molecules. The presence of bromine and fluorine in the phenyl ring makes it a valuable building block for pharmaceutical and agrochemical research. The tetramethyl substitution on the boron atom provides stability to the compound and makes it an efficient reagent for various chemical reactions. 2-(3-bromo-5-fluorophenyl)-4,4,5,5-tetramethyl[1,3,2]dioxaborolane is utilized in the production of a wide range of organic and pharmaceutical compounds due to its reactivity and versatility in organic synthesis.

Upstream product

• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1435-51-4 1,3-dibromo-5-fluorobenzene 
• 1073-06-9 3-fluorobromobenzene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 73183-34-3 bis(pinacol)diborane 

Relevant articles and documents

Ligand-Enabled, Iridium-Catalyzed ortho-Borylation of Fluoroarenes

A terpyridine derivative and an iridium complex catalyze the C-H borylation of a stoichiometric amount of a fluoroarene with high ortho-selectivity and tolerance of functional groups such as bromide, chloride, ester, ketone, amine, and in situ-borylated hydroxyl. Complex drug molecules such as haloperidol can be selectively borylated ortho to the F atom. The terpyridine ligand undergoes rollover cyclometalation to produce an N,N,C-coordinated iridium complex, which may either selectively borylate the fluoroarene by itself or undergo reductive elimination to produce a borylated ligand.

Aryne-mediated fluorination: Synthesis of fluorinated biaryls via a sequential desilylation-halide elimination-fluoride addition process

An unusual aryne-mediated fluorination of aromatic ring systems during the desilylation of ortho-bromo-biphenyl-trimethylsilanes with tetrabutylammonium fluoride (TBAF) is described. In situ formation of an aryne and addition of fluoride affords fluorinat