2,3-Dimethoxyphenylboronic acid

Base Information

• Chemical Name: 2,3-Dimethoxyphenylboronic acid
• CAS No.: 40972-86-9
• Molecular Formula: C8H11BO4
• Molecular Weight: 181.984
• Hs Code.: 29319090
• European Community (EC) Number: 670-283-9
• ChEMBL ID: CHEMBL3236889
• DSSTox Substance ID: DTXSID20408983
• Nikkaji Number: J1.203.721J
• Wikidata: Q72468247
• Mol file: 40972-86-9.mol

Synonyms:2,3-Dimethoxyphenylboronic acid;40972-86-9;2,3-Dimethoxybenzeneboronic Acid;(2,3-dimethoxyphenyl)boronic Acid;MFCD02683112;2,3-dimethoxyphenyl boronic acid;Boronic acid, (2,3-dimethoxyphenyl)-;SCHEMBL263451;2,3-DimethoxybenzeneboronicAcid;CHEMBL3236889;2,3-dimethoxy-phenylboronic acid;DTXSID20408983;2,3-dimethoxybenzene boronic acid;VREWSCMOGIXMDQ-UHFFFAOYSA-N;(2,3-dimethoxylphenyl)boronic acid;AMY29794;BCP21800;CS-D1030;AKOS003585307;2,3-Dimethoxyphenylboronic acid, 97%;AB12327;AS-14942;SY029000;D3853;FT-0601771;EN300-120875;A825372;J-507028;Z1255379594

Chemical Property of 2,3-Dimethoxyphenylboronic acid

Chemical Property:

• Appearance/Colour: Off-white crystal
• Vapor Pressure: 1.97E-05mmHg at 25°C
• Melting Point: 67-71 °C(lit.)
• Refractive Index: 1.517
• Boiling Point: 347.9 °C at 760 mmHg
• PKA: 8.12±0.58(Predicted)
• Flash Point: 164.2 °C
• PSA: 58.92000
• Density: 1.19 g/cm³
• LogP: -0.61640
• Storage Temp.: Keep Cold
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 182.0750390
• Heavy Atom Count: 13
• Complexity: 153

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C(=CC=C1)OC)OC)(O)O
• Uses: suzuki reaction

Technology Process of 2,3-Dimethoxyphenylboronic acid

There total 5 articles about 2,3-Dimethoxyphenylboronic 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: 92.0%

1,2-dimethoxybenzene (91-16-7) + Trimethyl borate (121-43-7,63156-11-6) → (2,3-dimethoxyphenyl)boronic acid (40972-86-9)

Guidance literature:

With n-butyllithium; In diethyl ether; react. with BuLi/TMEDA at 0°C, followed by B(OMe)3;

DOI:10.1039/a907279i

Reference yield: 88.0%

1,2-dimethoxybenzene (91-16-7) → (2,3-dimethoxyphenyl)boronic acid (40972-86-9)

Guidance literature:

1,2-dimethoxybenzene; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In diethyl ether; hexane; at 0 ℃; for 1h;

With Trimethyl borate; In diethyl ether; hexane; at 0 - 20 ℃;

With hydrogenchloride; In diethyl ether; hexane; pH=6; Further stages.;

DOI:10.1021/jo062543i

Reference yield:

3-bromoveratrole (5424-43-1) → (2,3-dimethoxyphenyl)boronic acid (40972-86-9)

Guidance literature:

3-bromoveratrole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

With triisopropyl borate;

With hydrogenchloride; In water; ethyl acetate;

DOI:10.1021/jm400287v

upstream raw materials:

1,2-dimethoxybenzene

Trimethyl borate

3-bromoveratrole

Downstream raw materials:

2,3-Dimethoxybenzolborsaeure-n-butylester

1,2-dimethoxybenzene

2,2',3,3'-tetramethoxy-1,1'-biphenyl

methyl (2',3',5,6-tetramethoxybiphenyl-2-yl)acetate

Refernces

• 1、 Mathieu, Véronique,Van Den Berge, Emilie,Ceusters, Justine,Konopka, Tomasz,Cops, Antonin,Bruyère, Céline,Pirker, Christine,Berger, Walter,Trieu-Van, Tran,Serteyn, Didier,Kiss, Robert,Robiette, Rapha?l. "New 5-aryl-1H-imidazoles display in vitro antitumor activity against apoptosis-resistant cancer models, including melanomas, through mitochondrial targeting". . p. 6626 - 6637. Retrieved 2013/10/01.
• 2、 -. "GLUCOCORTICOID MIMETICS, METHODS OF MAKING THEM, PHARMACEUTICAL COMPOSITIONS, AND USES THEREOF". Page 85. . Retrieved 2010/02/06.