2,5-Dimethoxyphenylboronic acid

Base Information

• Chemical Name: 2,5-Dimethoxyphenylboronic acid
• CAS No.: 107099-99-0
• Molecular Formula: C8H11BO4
• Molecular Weight: 181.984
• Hs Code.: 29319090
• European Community (EC) Number: 679-699-5
• DSSTox Substance ID: DTXSID80370233
• Nikkaji Number: J778.553D
• Wikidata: Q72468241
• Mol file: 107099-99-0.mol

Synonyms:2,5-Dimethoxyphenylboronic acid;107099-99-0;(2,5-dimethoxyphenyl)boronic Acid;2,5-Dimethoxybenzeneboronic Acid;MFCD01318181;Boronic acid, (2,5-dimethoxyphenyl)-;SCHEMBL518510;2,5-dimethoxyphenylboronoic acid;2,5-dimethoxyphenyl boronic acid;DTXSID80370233;QOZLFNQLIKOGDR-UHFFFAOYSA-N;AMY13293;B-(2,5-Dimethoxyphenyl)-boronicacid;AKOS004116319;AB08674;CS-W017138;PS-9615;NCGC00249517-01;2,5-DIMETHOXYBENZENE BORONIC ACID;AC-25601;SY014693;A2057;D3522;FT-0610401;EN300-1262825;Q-102209;Z336080040

Chemical Property of 2,5-Dimethoxyphenylboronic acid

Chemical Property:

• Appearance/Colour: white to almost white crystalline powder
• Vapor Pressure: 2.84E-06mmHg at 25°C
• Melting Point: 95-98 °C(lit.)
• Refractive Index: 1.517
• Boiling Point: 374.5 °C at 760 mmHg
• PKA: 8.12±0.58(Predicted)
• Flash Point: 180.3 °C
• PSA: 58.92000
• Density: 1.19 g/cm³
• LogP: -0.61640
• Storage Temp.: 0-6°C
• Solubility.: soluble in Methanol
• 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

2,5-Dimethoxyphenylboronic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=CC(=C1)OC)OC)(O)O
• Uses: suzuki reaction 2,5-Dimethoxyphenylboronic acid is a bacterial mutagen.

Technology Process of 2,5-Dimethoxyphenylboronic acid

There total 11 articles about 2,5-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: 87.0%

potassium (2,5-dimethoxyphenyl)trifluoroborate → 2,5-dimethoxyphenylboronic acid (107099-99-0)

Guidance literature:

With aluminum oxide; water; at 70 ℃; for 0.25h; Microwave irradiation;

DOI:10.1016/j.tetlet.2009.09.008

Reference yield: 80.0%

1-bromo-2,5-dimethoxybenzene (25245-34-5) → 2,5-dimethoxyphenylboronic acid (107099-99-0)

Guidance literature:

1-bromo-2,5-dimethoxybenzene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.166667h; Inert atmosphere;

With Trimethyl borate; In tetrahydrofuran; at -78 - 24 ℃; for 2h;

With hydrogenchloride; In tetrahydrofuran; water; at 0 ℃;

DOI:10.1055/s-0028-1087975

Reference yield: 76.0%

Triisopropyl borate (5419-55-6) + 1-bromo-2,5-dimethoxybenzene (25245-34-5) → 2,5-dimethoxyphenylboronic acid (107099-99-0)

Guidance literature:

With hydrogenchloride; magnesium; In tetrahydrofuran; byproducts: C6H4(OMe)2; N2-atmosphere; dropwise addn. of aryl bromide to Mg, heating to 60°C for 3 h, addn. of borate at -78°C, warming to room temp., addn. of 4 M HCl; extn. into Et2O, drying (MgSO4), solvent removal (reduced pressure), sublimation off of C6H4(OMe)2 (vac.), recrystn. (hexanes);

upstream raw materials:

1,4-dimethoxybezene

Trimethyl borate

1-bromo-2,5-dimethoxybenzene

Triisopropyl borate

Downstream raw materials:

2',5'-Bis-(4-dodecyloxy-phenylethynyl)-2,5,2'',5''-tetramethoxy-[1,1';4',1'']terphenyl

C₃₁H₃₅BF₂N₂O₂

2-(3,6-dioxocyclohexa-1,4-dienyl)-5-methoxy-7-methyl-1,4-naphthoquinone

C₂₄H₂₉N₃O₆

Refernces

• 1、 Hernández-Ruiz, Raquel,Rubio-Presa, Rubén,Suárez-Pantiga, Samuel,Pedrosa, María R.,Fernández-Rodríguez, Manuel A.,Tapia, M. José,Sanz, Roberto. "Mo–Catalyzed One-Pot Synthesis of N-Polyheterocycles from Nitroarenes and Glycols with Recycling of the Waste Reduction Byproduct. Substituent-Tuned Photophysical Properties". supporting information. p. 13613 - 13623. Retrieved 2021/08/23.
• 2、 -. "Organic Compound for organic light emitting diode and an organic light emitting diode including the same". Paragraph 0611-0617. . Retrieved 2019/06/04.