2-Fluoro-5-methoxyphenylboronic acid

Base Information

• Chemical Name: 2-Fluoro-5-methoxyphenylboronic acid
• CAS No.: 406482-19-7
• Molecular Formula: C₇H₈BFO₃
• Molecular Weight: 169.948
• Hs Code.: 29319090
• European Community (EC) Number: 689-882-1
• DSSTox Substance ID: DTXSID60400047
• Nikkaji Number: J2.687.189A
• Wikidata: Q72474225
• Mol file: 406482-19-7.mol

Synonyms:2-Fluoro-5-methoxyphenylboronic acid;406482-19-7;(2-fluoro-5-methoxyphenyl)boronic acid;MFCD04974115;BORONIC ACID, (2-FLUORO-5-METHOXYPHENYL)-;B-(2-FLUORO-5-METHOXYPHENYL)-BORONIC ACID;SCHEMBL931782;DTXSID60400047;IPTZOWYBCLEBOE-UHFFFAOYSA-N;2-fluoro-5methoxyphenylboronic acid;BCP15315;5-methoxy-2-fluorophenylboronic acid;BBL101436;STL555232;2-fluoro-5-methoxy-phenylboronic acid;2-fluoro-5-methoxyphenyl boronic acid;AKOS005259386;AB21493;CS-W019923;PS-9521;BP-11440;SY024842;2-FLUORO-5-METHOXYBENZENEBORONIC ACID;AM20060619;FT-0656033;2-Fluoro-5-methoxyphenylboronic acid, >=95%;EN300-3194988;A825213;J-509450;Z1255391319;(2-fluoro-5-methoxy-phenyl)boronic acid

Chemical Property of 2-Fluoro-5-methoxyphenylboronic acid

Chemical Property:

• Vapor Pressure: 5.55E-05mmHg at 25°C
• Melting Point: 194-196 °C(lit.)
• Refractive Index: 1.503
• Boiling Point: 333.1 °C at 760 mmHg
• PKA: 7.90±0.58(Predicted)
• Flash Point: 155.2 °C
• PSA: 49.69000
• Density: 1.26 g/cm³
• LogP: -0.48590
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 170.0550524
• Heavy Atom Count: 12
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

2-Fluoro-5-methoxyphenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 28B-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=CC(=C1)OC)F)(O)O
• Uses: suzuki reaction Reactant involved in:Friedel-Crafts alkylation of hydronaphthalenesSuzuki-Miyaura cross-coupling reactionsSynthesis of 9,10-diarylanthracenes for use as molecular switchesCross-coupling with carbazolyl or aryl halides

Technology Process of 2-Fluoro-5-methoxyphenylboronic acid

There total 3 articles about 2-Fluoro-5-methoxyphenylboronic 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: 72.0%

Trimethyl borate (121-43-7,63156-11-6) + 2-bromo-1-fluoro-4-methoxy-benzene → 2-fluoro-5-methoxyphenylboronic acid (406482-19-7)

Guidance literature:

2-bromo-1-fluoro-4-methoxy-benzene; With n-butyllithium; In tetrahydrofuran; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201510321

Reference yield: 65.0%

1-fluoro-4-methoxybenzene (459-60-9) → 2-fluoro-5-methoxyphenylboronic acid (406482-19-7)

Guidance literature:

1-fluoro-4-methoxybenzene; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; Triisopropyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h; Inert atmosphere;

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

DOI:10.1016/j.tet.2010.05.014

Reference yield:

2-(2-(4-((3aR,4R,6R,7aS)-2-(2-fluoro-5-methoxyphenyl)-5,5-dimethyltetrahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-3a(4H)-yl)butoxy)ethoxy)ethan-1-ol → (1R,2R,3S,5R)-2-(4-(2-(2-methoxyethoxy)ethoxy)butyl)-6,6-dimethylbicyclo[3.1.1]heptane-2,3-diol + 2-fluoro-5-methoxyphenylboronic acid (406482-19-7)

Guidance literature:

In tetrahydrofuran; at 20 ℃; Equilibrium constant; Inert atmosphere;

DOI:10.1002/anie.201510321

upstream raw materials:

1-fluoro-4-methoxybenzene

Trimethyl borate

Downstream raw materials:

N-(2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl)-6-(2-fluoro-5-methoxyphenyl)pyrazin-2-amine

2-(2-fluoro-5-methoxyphenyl)-5-nitrobenzophenone

2-(2-fluoro-4-nitro-5-methoxyphenyl)-5-nitrobenzophenone

2-methoxy-5-(hex-1’-yl)-6-phenyl-8-nitrophenanthridinium chloride

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