34907-53-4

Basic information

• Product Name: Boronic acid, (2,4,6-trimethylphenyl)-, dimethyl ester
• CAS NO: 34907-53-4
• Molecular Formula: C11H17BO2
• Molecular Weight: 192.066
• Mol File: 34907-53-4.mol

Chemical Properties

• CAS DataBase Reference: Boronic acid, (2,4,6-trimethylphenyl)-, dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Boronic acid, (2,4,6-trimethylphenyl)-, dimethyl ester(34907-53-4)
• EPA Substance Registry System: Boronic acid, (2,4,6-trimethylphenyl)-, dimethyl ester(34907-53-4)

Safety Data

• Hazardous Substances Data: 34907-53-4(Hazardous Substances Data)

Usage

Uses

Used in Organic Chemistry:
Boronic acid, (2,4,6-trimethylphenyl)-, dimethyl ester is used as a reagent for its ability to react with diols and amino alcohols, facilitating the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Boronic acid, (2,4,6-trimethylphenyl)-, dimethyl ester is used as a building block for the development of various pharmaceuticals and agrochemicals, contributing to the creation of new and effective compounds.
Used in Suzuki-Miyaura Cross-Coupling Reactions:
Boronic acid, (2,4,6-trimethylphenyl)-, dimethyl ester is employed as a coupling agent in Suzuki-Miyaura cross-coupling reactions, which are crucial for the formation of carbon-carbon bonds, thereby expanding its application in organic synthesis and the development of new chemical entities.

Upstream product

• 121-43-7 Trimethyl borate 
• 576-83-0 2,4,6-trimethylphenyl bromide 
• 2633-66-1 2-mesitylmagnesium bromide 
• 114981-23-6 2,4,6-trimethylphenylfluorenylideneborane * THF 

Downstream Products

• 108593-92-6 dimethyl(2,4,6-trimethylphenyl)borane 
• 949586-27-0 (C₆H₁₃N(C₆H₃Br)BC₆H₂(CH₃)3)2C₆H₂ 
• 1202254-83-8 2,3,6,7-tetramethoxy-9-mesityl-9H-9-boraxanthene 
• 1202254-84-9 2,3,6,7-tetramethoxy-9-mesityl-9H-9-borathioxanthene 
• 1202254-85-0 2,3,6,7-tetramethoxy-9-mesityl-9H-9-bora-10-selenaanthracene 
• 1239910-76-9 C₅₁H₅₃B₂NS₂ 
• 1181972-68-8 C₃₁H₂₉BBr₂N₄ 
• 1181972-64-4 C₂₃H₂₂BBr₂NO 
• 1245701-78-3 C₂₀H₁₂N(CH₃)B(C₆H₂(CH₃)3) 
• 3557-48-0 6-methyl-6H-dibenzo[b,h]carbazole 

Relevant articles and documents

Accessing Two-Stage Regioselective Photoisomerization in Unsymmetrical N,C-Chelate Organoboron Compounds: Reactivity of B(ppz)(Mes)Ar

A new family of unsymmetrical, N,C-chelate organoboron compounds B(ppz)(Mes)Ar have been synthesized and found to undergo a rare, regioselective two-stage photoisomerization, involving the Ar group only. The initial transformation is a Zimmerman rearrangement to afford yellow azaboratabisnorcaradiene isomers that are subsequently converted to unprecedented 14aH-diazaborepins via a photochemical walk rearrangement. Spectroscopic and computational studies provide insight into the formation and properties of these unique systems.

Regioselective Photoisomerization/C?C Bond Formation of Asymmetric B(ppy)(Mes)(Ar): The Role of the Aryl Groups on Boron

Asymmetric N,C-chelate organoboron compounds bearing two different aryl groups at the boron center undergo photoisomerization reactions that involve exclusively the less bulky aryl group, generating various strongly colored “dark isomers”. These species t

Zinc-Mediated Transmetalation as a Route to Anionic N-Heterocyclic Olefin Complexes in the p-Block

Anionic N-heterocyclic olefins (aNHOs) are suited well for the stabilization of low-coordinate inorganic complexes, due to their steric tunability and strong σ- and π-electron donating abilities. In this study, the new two-coordinate zinc complex (MeIPrCH)2Zn (MeIPrCH = [(MeCNDipp)2C═CH]-, Dipp = 2,6-diisopropylphenyl) is shown to participate in a broad range of metathesis reactions with main group element-based halides and hydrides. In the case of the group 14 halides, Cl2E·dioxane (E = Ge and Sn), transmetalation occurs to form dinuclear propellane-shaped cations, [(MeIPrCHE)2(μ-Cl)]+, while the aNHO-capped phosphine ligand MeIPrCH-PPh2 is obtained when (MeIPrCH)2Zn is combined with ClPPh2. Lastly, ZnH2 elimination drives transmetalation between (MeIPrCH)2Zn and hydroboranes and hydroalumanes, leading to Lewis acidic aNHO-supported -boryl and -alane products.

Methylene Bridging Effect on the Structures, Lewis Acidities and Optical Properties of Semi-planar Triarylboranes

Three synthetic methods towards semi-planar triarylboranes with two aryl rings connected by a methylene bridge have been developed. The fine-tuning of their stereoelectronic properties and Lewis acidities was achieved by introducing fluorine, methyl, methoxy, n-butyl and phenyl groups either at their exocyclic or bridged aryl rings. X-ray diffraction analysis and quantum-chemical calculations provided quantitative information on the structural distortion experienced by the near planar hydro-boraanthracene skeleton during the association with Lewis bases such as NH3 and F?. Though the methylene bridge between the ortho-positions of two aryl rings of triarylboranes decreased the Gibbs free energies of complexation with small Lewis bases by less than 5 kJ mol?1 relative to the classical Lewis acid BAr3, the steric shielding of the CH2 bridge is sufficient to avoid the formation of Lewis adducts with larger Lewis bases such as triarylphosphines. A newly synthesized spirocyclic amino-borane with a long intramolecular B?N bond that could be dissociated under thermal process, UV-irradiation, or acidic conditions might be a potential candidate in Lewis pairs catalysis.

Composition of matter for use in organic light-emitting diodes

The present disclosure relates to compounds of formula (I) or formula (II) as compounds capable of emitting delayed fluorescence and uses of these compounds in organic light-emitting diodes.

Reversible dehydrogenation of a primary aryl borane

The consecutive activation of B-H bonds in mesitylborane (H2BMes; Mes = 2,4,6-(CH3)3C6H2) by a 16-electron rhodium(i) monocarbonyl complex, (iPrNNN)Rh(CO) (1-CO; iPrNNN = 2,5-[iPr2PN(4-iPrC6H4)]2N(C4H2)-) is described. Dehydrogenative extrusion of the {BMes} fragment led to the isolation of (iPrNNN)(CO)RhBMes (1-BMes). Addition of H2 gas to 1-BMes regenerated 1-CO and H2BMes, highlighting the ability of 1-CO to facilitate interconversion of {BMes} with dihydrogen. Reactivity studies revealed that 1-BMes promotes formal group transfer and that {BAr} fragments accessed by dehydrogenation are reactive entities. This journal is

Intramolecular Borylation via Sequential B?Mes Bond Cleavage for the Divergent Synthesis of B,N,B-Doped Benzo[4]helicenes

New symmetric and unsymmetric B,N,B-doped benzo[4]helicenes 3–6 a/b have been achieved in good yields, using a three-step process, starting from N(tolyl)3 in a highly divergent manner (7 examples). A borinic acid functionalized 1,4-B,N-anthrace

Photochemical Generation of Chiral N,B,X-Heterocycles by Heteroaromatic C?X Bond Scission (X=S, O) and Boron Insertion

Chiral organoboron compounds with a chelate backbone and mesityl/heterocycle substituents (thienyl, furyl, and derivatives thereof) undergo a quantitative phototransformation that yields rare, chiral N,B,X-containing heterocycles, such as base-stabilized

Synthesis of substituted azulenes via Pt(II)-Catalyzed ring-expanding cycloisomerization

Substituted azulenes, valuable structures for electronic devices and pharmaceuticals, have been synthesized by the platinum(II)-catalyzed intramolecular ring-expanding cycloisomerization of 1-en-3-yne with ortho-disubstituted benzene. This novel method provides an alternative route for the efficient synthesis of substituted azulenes. The reaction mechanism of selected catalytic transformations was explored using density functional calculations.