1030832-68-8

Basic information

• Product Name: 2-(2-(bromomethyl)-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• Synonyms: 2-(2-(bromomethyl)-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS NO: 1030832-68-8
• Molecular Weight: 341.997
• Mol File: 1030832-68-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-(2-(bromomethyl)-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-(bromomethyl)-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(1030832-68-8)
• EPA Substance Registry System: 2-(2-(bromomethyl)-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(1030832-68-8)

Safety Data

• Hazardous Substances Data: 1030832-68-8(Hazardous Substances Data)

Upstream product

• 73183-34-3 bis(pinacol)diborane 
• 99-52-5 2-methyl-4-nitro-benzenamine 
• 7149-70-4 2-bromo-5-nitrotoluene 
• 883715-40-0 2-(2-methyl-4-nitrophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 128-08-5 N-Bromosuccinimide 

Downstream Products

• 1877-77-6 3-aminobenzenemethanol 
• 947165-26-6 5-amino-1,3-dihydro-2,1-benzoxaborol-1-ol 
• 1447933-48-3 trimethyl-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5-nitrobenzyl]-quaternaryammonium bromide 
• 195062-59-0 2-methylphenylboronic acid pinacol ester 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 39224-61-8 2-hydroxy-5-nitrobenzyl alcohol 
• 875816-94-7 1,3-dihydro-5-nitro-1-hydroxy-2,1-benzoxaborole 
• 1447933-59-6 3-(bromomethyl)-5-nitrobenzene-1,2-diol 
• 772-33-8 Koshlands reagent I 
• 11113-50-1 boric acid 
• 25240-59-9 pinacolboronic acid 
• 1447933-52-9 C₁₀H₁₆BN₂O₄⁽¹⁺⁾*Br^(1-) 
• 1030832-69-9 9-[N-[6-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolano)-3-nitrobenzyl]-N-[3-(methacrylamido)propylamino]methyl]-10-[N-[6-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolano)-3-nitrobenzyl]-N-[2-(tert-butoxycarbonyl)ethylamino]methyl]anthracene 

Relevant articles and documents

A Wulff-type boronate for boronate affinity capture of cis-diol compounds at medium acidic pH condition

A new Wulff-type boronate was designed and synthesized. Upon immobilization on a polymeric monolith and acidified as boronic acid, the ligand exhibited specific boronate affinity to cis-diol compounds at medium acidic pH condition.

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