2,3-Dimethylphenylboronic acid

Base Information

• Chemical Name: 2,3-Dimethylphenylboronic acid
• CAS No.: 183158-34-1
• Molecular Formula: C8H11BO2
• Molecular Weight: 149.985
• Hs Code.: 29163990
• European Community (EC) Number: 679-696-9
• DSSTox Substance ID: DTXSID40378432
• Nikkaji Number: J1.365.104C
• Wikidata: Q72471226
• Mol file: 183158-34-1.mol

Synonyms:2,3-Dimethylphenylboronic acid;183158-34-1;(2,3-dimethylphenyl)boronic Acid;2,3-Dimethylbenzeneboronic Acid;MFCD01863524;Boronic acid, B-(2,3-dimethylphenyl)-;o-Xylene-3-boronic Acid;SCHEMBL309076;2,3-Dimethylphenylboranic acid;dimethyl phenylboronic acid acid;2,3-dimethyl-phenylboronic acid;2,3-dimethylphenyl boronic acid;2,3-dimethylbenzene boronic acid;DTXSID40378432;ZYYANAWVBDFAHY-UHFFFAOYSA-N;(2,3-dimethyl-phenyl)boronic acid;AMY13314;AKOS004116252;AS-2496;CS-W010975;AC-16577;PD162922;A4049;D3516;FT-0609708;EN300-86185;Z381540926

Chemical Property of 2,3-Dimethylphenylboronic acid

Chemical Property:

• Appearance/Colour: Off white powder
• Vapor Pressure: 0.000224mmHg at 25°C
• Melting Point: 174-180 °C(lit.)
• Refractive Index: 1.523
• Boiling Point: 312.6 °C at 760 mmHg
• PKA: 8.70±0.58(Predicted)
• Flash Point: 142.8 °C
• PSA: 40.46000
• Density: 1.07 g/cm³
• LogP: -0.01680
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 150.0852098
• Heavy Atom Count: 11
• Complexity: 127

Purity/Quality:

99% ^*data from raw suppliers

2,3-DiMethylphenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-36/37-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C(=CC=C1)C)C)(O)O
• Uses: 2,3-Dimethylphenylboronic Acid can be used in the process of preparing thermoset and thermoplastic polyimides derived from novel asym. dianhydrides such as 2,3,3'',4'' benzophenone dianhydride (a-BTDA), and 3,4''-(hexafluoroisopropylidene)diphthalic anhydride (a-6FDA).

Technology Process of 2,3-Dimethylphenylboronic acid

There total 5 articles about 2,3-Dimethylphenylboronic 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:

2,3-dimethylbromobenzene (576-23-8) → 2,3-dimethylphenylboronic acid (183158-34-1)

Guidance literature:

2,3-dimethylbromobenzene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.25h;

With Trimethyl borate; In tetrahydrofuran; at -78 - 20 ℃;

With hydrogenchloride; water; at 0 ℃; Further stages.;

DOI:10.1039/a908361h

Reference yield:

Triisopropyl borate (5419-55-6) + 2-bromo-3,4-dimethoxybenzylaldehyde (55171-60-3) → 2,3-dimethylphenylboronic acid (183158-34-1)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; dissolved aromatic bromide in THF, added n-BuLi dropwise, mixt. stirredat -78°C for 15 min; added freshly distd. ((CH3)2CHO)3B, stirredat -78°C for 30 min, warmed to room temp., stirred for further 20 min; cooled to 0°C, acidified, extracted with CH2Cl2, dried, evapd. under vac.;

DOI:10.1039/a908361h

Reference yield:

Trimethyl borate (121-43-7,63156-11-6) + 2-bromo-3,4-dimethoxybenzylaldehyde (55171-60-3) → 2,3-dimethylphenylboronic acid (183158-34-1)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; dissolved aromatic bromide in THF, added n-BuLi dropwise, mixt. stirredat -78°C for 15 min; added freshly distd. (CH3O)3B, stirred at -78°C for 30 min, warmed to room temp., stirred for further 20 min; cooled to 0°C, acidified, extracted with CH2Cl2, dried, evapd. under vac.;

DOI:10.1039/a908361h

upstream raw materials:

2,3-dimethylbromobenzene

Triisopropyl borate

2-bromo-3,4-dimethoxybenzylaldehyde

Trimethyl borate

Downstream raw materials:

1-Methyl-2-(2,3-dimethylphenyl)-1H-indole-3-carbaldehyde

5-(2,3-dimethylphenyl)furan-2-carboxylic acid methyl ester

(+/-)-{[5-chloro-7-(2,3-dimethylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine

(+/-)-{[7-(2,3-dimethylphenyl)-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine