1447933-45-0

Basic information

• Product Name: trimethyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-quaternaryammonium bromide
• Synonyms: trimethyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-quaternaryammonium bromide
• CAS NO: 1447933-45-0
• Molecular Weight: 356.111
• Mol File: 1447933-45-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: trimethyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-quaternaryammonium bromide(CAS DataBase Reference)
• NIST Chemistry Reference: trimethyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-quaternaryammonium bromide(1447933-45-0)
• EPA Substance Registry System: trimethyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-quaternaryammonium bromide(1447933-45-0)

Safety Data

• Hazardous Substances Data: 1447933-45-0(Hazardous Substances Data)

Upstream product

• 195062-59-0 2-methylphenylboronic acid pinacol ester 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 16419-60-6 2-Methylphenylboronic acid 
• 73183-34-3 bis(pinacol)diborane 
• 1447933-49-4 trimethyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5-fluorobenzyl]-quaternaryammonium bromide 
• 1447933-48-3 trimethyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5-nitrobenzyl]-quaternaryammonium bromide 
• 1447933-47-2 trimethyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5-methoxybenzyl]-quaternaryammonium bromide 
• 1447933-46-1 trimethyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5-methylbenzyl]-quaternaryammonium bromide 
• 1447933-44-9 2-(2-bromomethyl-4-methoxyphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 1447933-43-8 2-(2-bromomethyl-4-methylphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 121-44-8 triethylamine 
• 377780-72-8 2-(2-(bromomethyl)phenyl)-4,4,5,5,-tetramethyl-1,3,2-dioxaborolane 
• 883715-40-0 2-(2-methyl-4-nitrophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 214360-64-2 2-(2,4-bismethylphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 

Downstream Products

• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 183305-88-6 C₁₀H₁₇BNO₂⁽¹⁺⁾*Br^(1-) 
• 25240-59-9 pinacolboronic acid 
• 63981-76-0 (2-hydroxybenzyl)trimethylquaternary ammonium bromide 

Relevant articles and documents

Substituent effects on oxidation-induced formation of quinone methides from arylboronic ester precursors

A series of arylboronic esters containing different aromatic substituents and various benzylic leaving groups (Br or N+Me3Br -) have been synthesized. The substituent effects on their reactivity with H2O2 and formation of quinone methide (QM) have been investigated. NMR spectroscopy and ethyl vinyl ether (EVE) trapping experiments were used to determine the reaction mechanism and QM formation, respectively. QMs were not generated during oxidative cleavage of the boronic esters but by subsequent transformation of the phenol products under physiological conditions. The oxidative deboronation is facilitated by electron-withdrawing substituents, such as aromatic F, NO2, or benzylic N+Me 3Br-, whereas electron-donating substituents or a better leaving group favor QM generation. Compounds containing an aromatic CH 3 or OMe group, or a good leaving group (Br), efficiently generate QMs under physiological conditions. Finally, a quantitative relationship between the structure and activity has been established for the arylboronic esters by using a Hammett plot. The reactivity of the arylboronic acids/esters and the inhibition or facilitation of QM formation can now be predictably adjusted. This adjustment is important as some applications may benefit and others may be limited by QM generation. Tunable quinone methide formation: Aromatic substituents and the benzylic leaving group strongly affect the H 2O2-induced formation of quinone methides (QMs) from arylboronic esters (see scheme). The reactivity of arylboronic esters can be predictably adjusted by varying substituents. Copyright