3,4-Dimethylphenylboronic acid

Base Information

• Chemical Name: 3,4-Dimethylphenylboronic acid
• CAS No.: 55499-43-9
• Molecular Formula: C8H11BO2
• Molecular Weight: 149.985
• Hs Code.: 29319090
• DSSTox Substance ID: DTXSID40370239
• Wikidata: Q72471223
• Mol file: 55499-43-9.mol

Synonyms:3,4-Dimethylphenylboronic acid;55499-43-9;(3,4-Dimethylphenyl)boronic acid;3,4-dimethylbenzeneboronic acid;MFCD01009694;Boronic acid, (3,4-dimethylphenyl)-;(3,4-dimethylphenyl)boranediol;SCHEMBL40868;3.4-dimethylbenzeneboronic acid;3,4-dimethyl phenylboronic acid;3,4-dimethylphenyl boronic acid;DTXSID40370239;KDVZJKOYSOFXRV-UHFFFAOYSA-N;CS-D1027;AKOS000285051;AB07958;AS-3161;AM804041;SY018103;3,4-dimethylphenylboronic acid, AldrichCPR;A8028;D3110;FT-0614370;EN300-106935;J-511221;Z336079990

Chemical Property of 3,4-Dimethylphenylboronic acid

Chemical Property:

• Appearance/Colour: off-white crystal
• Vapor Pressure: 0.000372mmHg at 25°C
• Melting Point: 220 °C
• Refractive Index: 1.523
• Boiling Point: 304.9 °C at 760 mmHg
• PKA: 8.89±0.10(Predicted)
• Flash Point: 138.2 °C
• PSA: 40.46000
• Density: 1.07 g/cm³
• LogP: -0.01680
• Storage Temp.: 0-6°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

3,4-Dimethylphenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22-41-37/38
• Safety Statements: 37/39-26-36/37-39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3,4-Dimethylphenylboronic acid

There total 7 articles about 3,4-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: 73.0%

4-amino-o-xylene (95-64-7) → 3,4-dimethyl phenylboronic acid (55499-43-9)

Guidance literature:

4-amino-o-xylene; With hydrogenchloride; sodium nitrite; In methanol; water; at 0 - 5 ℃; for 0.5h;

With tetrahydroxydiboron; In methanol; water; at 20 ℃; for 1h;

DOI:10.1055/s-0033-1339118

Reference yield:

Triisopropyl borate (5419-55-6) + 4-bromo-o-xylene (583-71-1) → 3,4-dimethyl phenylboronic acid (55499-43-9)

Guidance literature:

4-bromo-o-xylene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

Triisopropyl borate; In tetrahydrofuran; at -78 - 0 ℃; for 1h;

Reference yield:

4-bromo-o-xylene (583-71-1) → 3,4-dimethyl phenylboronic acid (55499-43-9)

Guidance literature:

4-bromo-o-xylene; With magnesium; In tetrahydrofuran;

With Trimethyl borate;

With hydrogenchloride; Further stages.;

DOI:10.1002/anie.200704092

upstream raw materials:

3,4-(CH₃)2C₆H₃BCl₂

4-bromo-o-xylene

4-amino-o-xylene

Triisopropyl borate

Downstream raw materials:

tris(3.4-dimethyl phenyl)boroxine

methyl 4-amino-3-chloro-6-(3,4-dimethylphenyl)pyridine-2-carboxylate

1-(8-(3,4-dimethylphenyl)-3,4-dihydroquinolin-1(2H)-yl)ethanone

phenyl(3,4,3,4-tetramethyl[1,1';2',1]terphenyl-4'-yl)methanone

Refernces

• 1、 Fu, Ying,Gou, Bei-Lei,Shi, Chun-Zhao,Du, Zhengyin,Shen, Tong. "Copper-Catalyzed Monoorganylation of Trialkyl Borates with Functionalized Organozinc Pivalates". . p. 4253 - 4257. Retrieved 2018/09/18.
• 2、 Zhao, Cong-Jun,Xue, Dong,Jia, Zhi-Hui,Wang, Chao,Xiao, Jianliang. "Methanol-promoted borylation of arylamines: A simple and green synthetic method to arylboronic acids and arylboronates". . p. 1577 - 1584. Retrieved 2014/07/08.