4-Methoxy-2-methylphenylboronic acid

Base Information

• Chemical Name: 4-Methoxy-2-methylphenylboronic acid
• CAS No.: 208399-66-0
• Molecular Formula: C8H11BO3
• Molecular Weight: 165.985
• Hs Code.: 29163990
• European Community (EC) Number: 681-537-3
• DSSTox Substance ID: DTXSID50378488
• Nikkaji Number: J1.365.105A
• Wikidata: Q72490592
• Mol file: 208399-66-0.mol

Synonyms:4-Methoxy-2-methylphenylboronic acid;208399-66-0;(4-methoxy-2-methylphenyl)boronic acid;2-methyl-4-methoxyphenylboronic acid;4-methoxy-2-methylbenzeneboronic acid;MFCD02684315;4-Methoxy-2-MethylphenylboronicAcid;Boronic acid, (4-methoxy-2-methylphenyl)-;(4-methoxy-2-methyl-phenyl)boronic Acid;4-METHOXY-2-METHYLPHENBYLBORONIC ACID;SCHEMBL42032;DTXSID50378488;AMSQNQJCBXQYEX-UHFFFAOYSA-N;BCP07758;4-Methoxy-2-methylphebylboronic acid;BBL104078;STL557893;(4-methoxy-2-methylphenyl)boronicacid;2-methyl 4 methoxyphenyl boronic acid;2-methyl-4-methoxyphenyl boronic acid;4-methoxy-2-methyl-phenylboronic acid;4-methoxy-2-methylphenyl boronic acid;AKOS004116039;2-methyl-4-methoxybenzene boronic acid;4-methoxy-2-methylbenzene boronic acid;AB12612;CS-W002973;2-methyl-4-methoxy phenyl boronic acid;2-methyl-4-methoxy-phenyl boronic acid;4-methoxy-2-methyl phenyl boronic acid;AC-16641;DS-13495;SY022825;FT-0643947;M2255;Boronic acid, B-(4-methoxy-2-methylphenyl)-;EN300-190995;A814962;J-515633;Z381541068

Chemical Property of 4-Methoxy-2-methylphenylboronic acid

Chemical Property:

• Vapor Pressure: 8.4E-05mmHg at 25°C
• Melting Point: 169-174 °C(lit.)
• Refractive Index: 1.52
• Boiling Point: 327.067 °C at 760 mmHg
• PKA: 9.03±0.58(Predicted)
• Flash Point: 151.605 °C
• PSA: 49.69000
• Density: 1.14 g/cm³
• LogP: -0.31660
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 166.0801244
• Heavy Atom Count: 12
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

4-Methoxy-2-methylphenylboronic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=C(C=C1)OC)C)(O)O
• Uses: 4-Methoxy-2-Methylphenylboronic Acid is a useful research chemical. Reactant for preparation of biologically active molecule preparation of hydroxyphenylnaphthols as 17?-hydroxysteroid dehydrogenase Type 2 inhibitors suzuki reaction

Technology Process of 4-Methoxy-2-methylphenylboronic acid

There total 6 articles about 4-Methoxy-2-methylphenylboronic 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: 99.0%

Triisopropyl borate (5419-55-6) + 4-bromo-3-methylanisole (27060-75-9) → 4-methoxy-2-methylphenyl boronic acid (208399-66-0)

Guidance literature:

4-bromo-3-methylanisole; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

Triisopropyl borate; In tetrahydrofuran; at 20 ℃; for 1h;

With hydrogenchloride; In tetrahydrofuran; for 2h; Further stages.;

DOI:10.1021/ol0169269

Reference yield: 69.0%

4-bromo-3-methylanisole (27060-75-9) → 4-methoxy-2-methylphenyl boronic acid (208399-66-0)

Guidance literature:

4-bromo-3-methylanisole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1.16667h;

With Triisopropyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1016/j.bmc.2004.03.028

Reference yield:

→ 4-methoxy-2-methylphenyl boronic acid (208399-66-0)

Guidance literature:

4-bromo-3-methylanisole; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

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

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃;

upstream raw materials:

4-bromo-3-methylanisole

Triisopropyl borate

2-bromo-3,4-dimethoxybenzylaldehyde

Trimethyl borate

Downstream raw materials:

6-(4-methoxy-2-methylphenyl)-2-naphthol

4-methoxy-2-(bromomethyl)phenylboronic acid

[5-ethyl-6-(2-methyl-4-methoxy-phenyl)-2-methyl-pyridin-3-yl]-dipropyl-amine

tert-butyl (6AS,10AR)-2-(4-methoxy-2-methylphenyl)-4,5,7,8,10,10a-hexahydropyrido[4,3-b]pyrrolo[3,2,1-hi]indole-9(6AH)-carboxylate

Refernces

• 1、 Akgun, Burcin,Hall, Dennis G.. "Fast and Tight Boronate Formation for Click Bioorthogonal Conjugation". supporting information. p. 3909 - 3913. Retrieved 2016/03/19.
• 2、 -. "COMPOUND". Page/Page column 128. . Retrieved 2008/06/13.