3,4,5-Trimethoxyphenylboronic acid

Base Information

• Chemical Name: 3,4,5-Trimethoxyphenylboronic acid
• CAS No.: 182163-96-8
• Molecular Formula: C9H13BO5
• Molecular Weight: 212.01
• Hs Code.: 29319090
• European Community (EC) Number: 639-393-4
• DSSTox Substance ID: DTXSID40370279
• Nikkaji Number: J1.686.254A
• Wikidata: Q72513833
• Mol file: 182163-96-8.mol

Synonyms:3,4,5-Trimethoxyphenylboronic acid;182163-96-8;(3,4,5-trimethoxyphenyl)boronic Acid;3,4,5-trimethoxybenzeneboronic acid;MFCD01075676;Boronic acid, (3,4,5-trimethoxyphenyl)-;3,4,5-trimethoxyphenyl boronic acid;Boronic acid, B-(3,4,5-trimethoxyphenyl)-;SCHEMBL24433;DTXSID40370279;RULQUTYJXDLRFL-UHFFFAOYSA-N;AMY11481;3,4,5-trimethoxy phenylboronic acid;3,4,5-trimethoxyphenyl-boronic acid;(3,4,5-trimethoxy)phenylboronic acid;3,4,5-Trimethoxy phenyl boronic acid;3,4,5-Trimethoxy-phenyl boronic acid;3,4,5-Trimethoxybenzene boronic acid;AKOS004116553;3,4,5-Trimethoxy-benzene boronic acid;AB08144;CS-W000888;GS-5790;AC-24811;SY046981;A4030;FT-0614159;T2837;3,4,5-Trimethoxyphenylboronic acid, >=95.0%;EN300-7376966;2-(3-Dimethylamino-phenyl)-2-methyl-propionicacid;J-511116

Chemical Property of 3,4,5-Trimethoxyphenylboronic acid

Chemical Property:

• Appearance/Colour: beige crystalline powder
• Vapor Pressure: 3.79E-06mmHg at 25°C
• Melting Point: >230 °C(lit.)
• Refractive Index: 1.513
• Boiling Point: 370.6 °C at 760 mmHg
• PKA: 8.03±0.11(Predicted)
• Flash Point: 177.9 °C
• PSA: 68.15000
• Density: 1.21 g/cm³
• LogP: -0.60780
• Storage Temp.: Refrigerator (+4°C)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 212.0856037
• Heavy Atom Count: 15
• Complexity: 175

Purity/Quality:

99% ^*data from raw suppliers

3,4,5-Trimethoxyphenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22-20/21/22
• Safety Statements: 37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3,4,5-Trimethoxyphenylboronic acid

There total 14 articles about 3,4,5-Trimethoxyphenylboronic 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%

1-bromo-3,4,5-trimethoxybenzene (2675-79-8) → 3,4,5-trimethoxyphenylboronic Acid (182163-96-8)

Guidance literature:

1-bromo-3,4,5-trimethoxybenzene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

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

DOI:10.1021/ja907882n

Reference yield: 95.0%

Trimethyl borate (121-43-7,63156-11-6) + 1-bromo-3,4,5-trimethoxybenzene (2675-79-8) → 3,4,5-trimethoxyphenylboronic Acid (182163-96-8)

Guidance literature:

With Mg; In tetrahydrofuran; Mg (reflux), THF, B(OCH)3, bromobenzene-compound (-10°C) or n-butyllithium, B(OCH3)3, -78°C, THF;

DOI:10.1021/ja907882n

Reference yield: 69.0%

5-iodo-1,2,3-trimethoxybenzene (25245-29-8) → 3,4,5-trimethoxyphenylboronic Acid (182163-96-8)

Guidance literature:

5-iodo-1,2,3-trimethoxybenzene; With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃;

With Trimethyl borate; In tetrahydrofuran; at -78 - 20 ℃; Further stages.;

DOI:10.1016/j.tet.2007.10.105

upstream raw materials:

5-iodo-1,2,3-trimethoxybenzene

Trimethyl borate

1-bromo-3,4,5-trimethoxybenzene

3,4,5-Trimethoxyaniline

Downstream raw materials:

methyl 2-benzo[1,3]dioxol-5-ylmethyl-1,1-dioxo-4-(3,4,5-trimethoxyphenyl)-1,2-dihydro-1λ6-benzo[e][1,2]thiazine-3-carboxylate

4-(2-benzyl-benzo[b]thiophen-3-yl)-3'',4'',5''-trimethoxy-[1,1';3',1'']terphenyl-4'-ol

combrestatin A₄

2-(4-methoxy-phenyl)-7-methyl-6-(3,4,5-trimethoxy-phenyl)-imidazo[1,2-a]pyrimidin-5-ol

Refernces

• 1、 Daud, Hina,Hoffman, David J.,Huang, Ning,Jezorek, Ryan L.,Malineni, Jagadeesh,McClure, Emily R.,Partridge, Benjamin E.,Percec, Virgil,Peterca, Mihai,Sahoo, Dipankar,Song, Se Lin,Sung, Paul D.,Wang, Shitao,Wang, Xuefeng,Zhang, Na. "An Accelerated Modular-Orthogonal Ni-Catalyzed Methodology to Symmetric and Nonsymmetric Constitutional Isomeric AB2to AB9Dendrons Exhibiting Unprecedented Self-Organizing Principles". supporting information. p. 17724 - 17743. Retrieved 2021/11/04.
• 2、 Wan, Jung-Chih,Huang, Jun-Min,Jhan, Yu-Huei,Hsieh, Jen-Chieh. "Novel syntheses of fluorenones via nitrile-directed palladium-catalyzed C-H and dual C-H bond activation". supporting information. p. 2742 - 2745. Retrieved 2013/07/19.