3-Tolylboronic acid

Base Information

• Chemical Name: 3-Tolylboronic acid
• CAS No.: 17933-03-8
• Molecular Formula: C7H9BO2
• Molecular Weight: 135.958
• Hs Code.: 29163990
• DSSTox Substance ID: DTXSID60370054
• Nikkaji Number: J806.557H
• Wikidata: Q72509290
• Mol file: 17933-03-8.mol

Synonyms:m-tolylboronic acid;3-Methylphenyl boronic acid;3(or4,or2)-Methyl (or R) Phenyl boronic acid;3-Methylphenylboronic acid, 3-Tolylboronic acid, m-Tolylboronic acid;3-Methylpenylboronic acid;3-Tolyl boronic acid;

Chemical Property of 3-Tolylboronic acid

Chemical Property:

• Appearance/Colour: off-white crystal
• Vapor Pressure: 0.000954mmHg at 25°C
• Melting Point: 160-162 °C(lit.)
• Refractive Index: 1.527
• Boiling Point: 290.4 °C at 760 mmHg
• PKA: 8.63±0.10(Predicted)
• Flash Point: 129.4 °C
• PSA: 40.46000
• Density: 1.1 g/cm³
• LogP: -0.32520
• Storage Temp.: 0-6°C
• Water Solubility.: Slightly soluble in water
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 136.0695597
• Heavy Atom Count: 10
• Complexity: 106

Purity/Quality:

99% ^*data from raw suppliers

3-MethylphenylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=CC=C1)C)(O)O
• Uses: suzuki reaction Suzuki coupling reactions

Technology Process of 3-Tolylboronic acid

There total 20 articles about 3-Tolylboronic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

4,4,5,5-tetramethyl-2-m-tolyl-1,3,2-dioxaborolane (253342-48-2) → m-tolylboronic acid (17933-03-8)

Guidance literature:

With hydrogenchloride; polystyrene boronic acid; In acetonitrile; at 20 ℃; for 18h;

DOI:10.1016/j.tetlet.2004.07.014

Reference yield: 90.0%

Trimethyl borate (121-43-7,63156-11-6) + meta-bromotoluene (591-17-3) → m-tolylboronic acid (17933-03-8)

Guidance literature:

meta-bromotoluene; With iodine; magnesium; In tetrahydrofuran; at -50 ℃; Reflux;

Trimethyl borate; In tetrahydrofuran; Heating;

Reference yield: 88.0%

methanol (67-56-1) + diisopropylamine borane (55124-35-1) + meta-bromotoluene (591-17-3) → m-tolylboronic acid (17933-03-8)

Guidance literature:

diisopropylamine borane; With magnesium; phenylmagnesium bromide; In tetrahydrofuran; at 20 ℃; for 0.166667h;

meta-bromotoluene; In tetrahydrofuran; at 70 ℃;

methanol; Further stages;

DOI:10.1016/j.tet.2018.11.036

upstream raw materials:

triisobutyl borate

meta-bromotoluene

4,4,5,5-tetramethyl-2-m-tolyl-1,3,2-dioxaborolane

Triisopropyl borate

Downstream raw materials:

3-methyl-3'-methoxycarbonylbiphenyl

3-methyl benzophenone

4-m-tolyl-furan-2-carbaldehyde

Refernces

• 1、 Han, Min Su,Lim, Taeho,Ryoo, Jeong Yup. "Transition-Metal-Free Borylation of Aryl Bromide Using a Simple Diboron Source". . p. 10966 - 10972. Retrieved 2020/09/23.
• 2、 -. "New compounds and organic light-emitting diode including the same". Paragraph 0200-0206. . Retrieved 2019/08/30.