(4-Ethoxy-2,3-difluorophenyl)boronic acid

Base Information

• Chemical Name: (4-Ethoxy-2,3-difluorophenyl)boronic acid
• CAS No.: 212386-71-5
• Molecular Formula: C8H9BF2O3
• Molecular Weight: 201.965
• Hs Code.: 2931900090
• European Community (EC) Number: 606-729-6
• DSSTox Substance ID: DTXSID80568810
• Nikkaji Number: J2.628.791J
• Wikidata: Q72471516
• Mol file: 212386-71-5.mol

Synonyms:212386-71-5;2,3-DIFLUORO-4-ETHOXYPHENYLBORONIC ACID;(4-Ethoxy-2,3-difluorophenyl)boronic acid;2,3-Difluoro-4-Ethoxybenzeneboronic Acid;4-ethoxy-2,3-difluorophenylboronic acid;MFCD09258743;Boronic acid, (4-ethoxy-2,3-difluorophenyl)-;(4-Ethoxy-2,3-difluoro-phenyl)boronic acid;SCHEMBL425604;DTXSID80568810;AMY13467;BCP01305;AKOS015854230;(4-Ethoxy-2,3-difluorophenyl)boronicacid;4-Ethoxy-2,3-difluorobenzeneboronic Acid;DS-13608;SY032189;A4592;CS-0151521;E1192;J-506948;2,3-Difluoro-4-ethoxyphenylboronic acid(contains varying amounts of Anhydride);4-Ethoxy-2,3-difluorophenylboronic Acid (contains varying amounts of Anhydride)

Chemical Property of (4-Ethoxy-2,3-difluorophenyl)boronic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 151-154 °C
• Refractive Index: 1.484
• Boiling Point: 315.98 °C at 760 mmHg
• PKA: 7.69±0.58(Predicted)
• Flash Point: 144.9 °C
• PSA: 49.69000
• Density: 1.299 g/cm³
• LogP: 0.04330
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: soluble in Methanol
• Water Solubility.: 145mg/L at 20℃
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 202.0612806
• Heavy Atom Count: 14
• Complexity: 182

Purity/Quality:

99% ^*data from raw suppliers

2,3-Difluoro-4-ethoxyphenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (4-Ethoxy-2,3-difluorophenyl)boronic acid

There total 8 articles about (4-Ethoxy-2,3-difluorophenyl)boronic 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: 89.0%

hydrogenchloride (7647-01-0,15364-23-5) + Trimethyl borate (121-43-7,63156-11-6) + 1-ethoxy-2,3-difluorobenzene → (4-ethoxy 2,3-difluorophenyl)boronic acid (212386-71-5)

Guidance literature:

1-ethoxy-2,3-difluorobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -70 - -60 ℃; for 1h; Inert atmosphere;

hydrogenchloride; Trimethyl borate; In tetrahydrofuran; hexane; water; at -30 ℃;

Reference yield: 80.0%

Trimethyl borate (121-43-7,63156-11-6) + 1-ethoxy-2,3-difluorobenzene → (4-ethoxy 2,3-difluorophenyl)boronic acid (212386-71-5)

Guidance literature:

1-ethoxy-2,3-difluorobenzene; With n-butyllithium; In tetrahydrofuran; at -60 ℃; for 0.5h; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; at -10 ℃; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; pH=1; Inert atmosphere;

Reference yield: 71.0%

1-bromo-4-ethoxy-2,3-difluorobenzene (156573-09-0) + Trimethyl borate (121-43-7,63156-11-6) → (4-ethoxy 2,3-difluorophenyl)boronic acid (212386-71-5)

Guidance literature:

1-bromo-4-ethoxy-2,3-difluorobenzene; With n-butyllithium; In tetrahydrofuran; at -70 ℃; for 2h; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; at -70 - 20 ℃; for 16h;

With hydrogenchloride; In tetrahydrofuran; water;

upstream raw materials:

1-bromo-4-ethoxy-2,3-difluorobenzene

Trimethyl borate

2,3-difluorophenol

2,3-difluoro-4-bromophenol

Downstream raw materials:

4-(4-ethoxy-2,3-difluorophenyl)-2,3-difluorophenol

4-bromo-4'-ethoxy-2,3-difluoro-1,1-biphenyl

2-(4-ethoxy-2,3-difluorophenyl)selenophene

2-(4-ethoxy-2,3-difluorophenyl)tellurophene

Refernces

• 1、 -. "2,3-difluorobenzene negative dielectric anisotropy liquid crystalline compound as well as preparation method and application thereof". Paragraph 0049; 0053; 0057-0058. . Retrieved 2018/10/11.
• 2、 -. "Preparation method of 2, 3-difluoro-4-alkoxy phenol". Paragraph 0017-0018. . Retrieved 2018/02/04.