253342-48-2

Basic information

• Product Name: 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)toluene
• Synonyms: 2-(3-TOLYL)-4,4,6-TRIMETHYL-1,3,2-DIOXABORINATE;3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)TOLUENE;3-TOLYLBORONIC ACID, HEXYLENE GLYCOL CYCLIC ESTER;3-METHYLPHENYLBORONIC ACID, PINACOL ESTER;2-dioxaborolan-2-yl)toluene;3-Methylbenzeneboronic acid, pinacol ester;4,4,5,5-Tetramethyl-2-m-tolyl-1,3,2-dioxaborolane;4,4,5,5-tetraMethyl-2-(3-Methylphenyl)-1,3,2-dioxaborolane
• CAS NO: 253342-48-2
• Molecular Formula: C₁₃H₁₉BO₂
• Molecular Weight: 218.1
• Mol File: 253342-48-2.mol
• Article Data: 133

Chemical Properties

• Melting Point: 34.0 to 38.0 °C
• Boiling Point: 307.2 °C at 760 mmHg
• Flash Point: 139.6 °C
• Appearance: /
• Density: 0.98 g/cm³
• Vapor Pressure: 0.00134mmHg at 25°C
• Refractive Index: 1.491
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• CAS DataBase Reference: 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)toluene(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)toluene(253342-48-2)
• EPA Substance Registry System: 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)toluene(253342-48-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 253342-48-2(Hazardous Substances Data)

Usage

Uses

suzuki reaction

InChI:InChI=1/C13H19BO2/c1-10-7-6-8-11(9-10)14-15-12(2,3)13(4,5)16-14/h6-9H,1-5H3

Upstream product

• 108-88-3 toluene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 195062-57-8 p-tolylboronic pinacol ester 
• 195062-59-0 2-methylphenylboronic acid pinacol ester 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 17933-03-8 m-tolylboronic acid 
• 108-41-8 1-chloro-3-methylbenzene 
• 73183-34-3 bis(pinacol)diborane 
• 931-88-4 1,2-cyclooctene 
• 591-17-3 meta-bromotoluene 
• 185990-03-8 dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane 
• 625-95-6 3-Iodotoluene 
• 4886-77-5 3-methylthioanisole 
• 108-40-7 toluene-3-thiol 

Downstream Products

• 1256781-59-5 2-(2-bromo-5-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 76650-29-8 4-acetyl-3'-methylbiphenyl 
• 1583286-11-6 3-(1,1,1,3,5,5,5-heptamethyltrisiloxan-3-yl)-5-methylphenol 
• 942069-53-6 2-(3-bromo-5-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 124289-21-0 3-bromo-5-methylbenzonitrile 
• 1073339-01-1 2-(3-iodo-5-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1369782-73-9 C₈H₆F₃I 
• 1583285-83-9 C₂₀H₃₉BO₄Si₃ 
• 108-39-4 3-methyl-phenol 
• 15286-13-2 diethyl (m-tolyl)phosphonate 
• 15286-12-1 dimethyl (3-methylphenyl)phosphonate 
• 108-88-3 toluene 
• 36821-15-5 2-(3-methylphenyl)naphthalene 
• 851775-42-3 2-(3-methylphenyl)-5-methylpyridine 

Relevant articles and documents

Photochemical and electrochemical C-N borylation of arylhydrazines

The C-N borylation of arylhydrazine hydrochlorides with bis(pinacolato)diboron was achieved under photochemical and electrochemical conditions, respectively. This novel and scalable transformation provides two efficient and mild transition-metal-free synt

Mono-Phosphine Metal-Organic Framework-Supported Cobalt Catalyst for Efficient Borylation Reactions

We report a metal-organic framework (MOF) supported monoligated phosphine-cobalt complex, which is an active heterogeneous catalyst for aromatic C?H borylation and alkene hydroboration. The mono(phosphine)-Co catalyst (MOF?P?Co) was prepared by metalation of a porous triarylphosphine-functionalized MOF (MOF?P) with CoCl2 followed by activation with NaEt3BH. The MOF catalyst has a broad substrate scope with excellent functional group tolerance to afford arene- and alkyl-boronate esters in excellent yields and selectivity. MOF?P?Co gave a turnover number (TON) of 30,000 and could be recycled and reused at least 13 times in arene C?H borylation. Importantly, the attempt to prepare the homogeneous control (Ph3P?Co) using triphenylphosphine was unsuccessful due to the facile disproportionation reactions or intermolecular ligand exchanges in the solution. In contrast, the site isolation of the active mono(phosphine)-Co species within the MOF affords the robust and coordinatively unsaturated metal complexes, allowing to explore their catalytic properties and the reaction mechanism.

Unreactive C-N Bond Activation of Anilines via Photoinduced Aerobic Borylation

Unreactive C-N bond activation of anilines was achieved by photoinduced aerobic borylation. A diverse range of tertiary and secondary anilines were converted to aryl boronate esters in moderate to good yields with wide functional group tolerance under simple and ambient photochemical conditions. This transformation achieved the direct and facile C-N bond activation of unreactive anilines, providing a convenient and practical route transforming widely available anilines into useful aryl boronate esters.