5-Fluoro-2-methoxyphenylboronic acid

Base Information

• Chemical Name: 5-Fluoro-2-methoxyphenylboronic acid
• CAS No.: 179897-94-0
• Molecular Formula: C7H8BFO3
• Molecular Weight: 169.948
• Hs Code.: 29163990
• DSSTox Substance ID: DTXSID70382204
• Nikkaji Number: J1.999.389B
• Wikidata: Q72474201
• Mol file: 179897-94-0.mol

Synonyms:5-Fluoro-2-methoxyphenylboronic acid;179897-94-0;(5-fluoro-2-methoxyphenyl)boronic acid;2-methoxy-5-fluorophenylboronic acid;5-Fluoro-2-methoxybenzeneboronic acid;MFCD01863526;Boronic acid, (5-fluoro-2-methoxyphenyl)-;Boronic acid, B-(5-fluoro-2-methoxyphenyl)-;SCHEMBL4572;DTXSID70382204;CCQKIRUMTHHPSX-UHFFFAOYSA-N;AM797;STK503720;2-Methoxy-5-fluorophenyl boronic acid;3-fluoro-6-methoxy-phenylboronic acid;5-fluoro-2-methoxy phenylboronic acid;5-fluoro-2-methoxy-phenylboronic acid;5-fluoro-2-methoxyphenyl boronic acid;5-fluoro-2-methoxyphenyl-boronic acid;AKOS000266630;4-FLUOROANISOLE-2-BORONIC ACID;5-fluoro-2-methoxybenzene boronic acid;AC-5395;AS-2625;5-fluoro-2-methoxy phenyl boronic acid;5-fluoro-2-methoxy-phenyl boronic acid;(5-fluoro-2-methoxyphenyl)-boronic acid;5-fluoro-2-methoxy benzene boronic acid;[5-fluoro-2-(methyloxy)phenyl]boronic acid;A3991;CS-0007622;F0775;FT-0643733;EN300-78438;5-Fluoro-2-methoxyphenylboronic acid, >=95%;J-517514;F0001-0653;Z381513692

Chemical Property of 5-Fluoro-2-methoxyphenylboronic acid

Chemical Property:

• Vapor Pressure: 2.08E-05mmHg at 25°C
• Melting Point: 144-153 °C(lit.)
• Refractive Index: 1.552
• Boiling Point: 337.1 °C at 760 mmHg
• PKA: 7.52±0.58(Predicted)
• Flash Point: 157.6 °C
• PSA: 49.69000
• Density: 1.26 g/cm³
• LogP: -0.48590
• Solubility.: soluble in Methanol
• 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

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

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36/37/39-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=CC(=C1)F)OC)(O)O
• Uses: 5-Fluoro-2-methoxyphenylboronic Acid is an important building blocks in organic syntheses. A reagent for Suzuki coupling reactions and copper catalyzed arylation reactions. A bacterial mutagen. Reactant for:? ;Suzuki couplings1,2? ;Copper catalyzed arylation3 suzuki reaction

Technology Process of 5-Fluoro-2-methoxyphenylboronic acid

There total 5 articles about 5-Fluoro-2-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: 39.0%

Trimethyl borate (121-43-7,63156-11-6) + 2-bromo-4-fluoro-1-methoxybenzene (452-08-4) → (5-fluoro-2-methoxyphenyl)boronic acid (179897-94-0)

Guidance literature:

2-bromo-4-fluoro-1-methoxybenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1.33333h; Inert atmosphere;

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

Reference yield: 30.0%

1-fluoro-4-methoxybenzene (459-60-9) → (5-fluoro-2-methoxyphenyl)boronic acid (179897-94-0)

Guidance literature:

1-fluoro-4-methoxybenzene; With n-butyllithium; In tetrahydrofuran; cyclohexane; at -60 ℃; for 5h;

With Triisopropyl borate; In tetrahydrofuran; cyclohexane; at -70 - 20 ℃;

DOI:10.1021/jm031111m

Reference yield:

Trimethyl borate (121-43-7,63156-11-6) + 2-bromo-4-fluoro-1-methoxybenzene (452-08-4) + ammonium chloride → (5-fluoro-2-methoxyphenyl)boronic acid (179897-94-0)

Guidance literature:

With hydrogenchloride; n-butyllithium; In tetrahydrofuran;

upstream raw materials:

1-fluoro-4-methoxybenzene

Trimethyl borate

2-bromo-4-fluoro-1-methoxybenzene

Downstream raw materials:

2-(5-fluoro-2-methoxyphenyl)cyclohex-1-enecarboxylic acid ethyl ester

6-(5-fluoro-2-methoxy-phenyl)-2,2,4-trimethyl-1,2-dihydro-quinoline

5-({[(5'-fluoro-2'-methoxy[1,1'-biphenyl]-3-yl)methyl][(1S)-1,2,3,4-tetrahydro-1-naphthalenyl]amino}carbonyl)-1,2,4-benzenetricarboxylic acid

methyl (5'-fluoro-2'-methoxy-4-nitro-2-biphenyl)carboxylate

Refernces

• 1、 Audouze, Karine,Nielsen, Elsebet ?stergaard.,Peters, Dan. "New series of morpholine and 1,4-oxazepane derivatives as dopamine D 4 receptor ligands: Synthesis and 3D-QSAR model". . p. 3089 - 3104. Retrieved 2007/10/03.
• 2、 -. "STEROID RECEPTOR MODULATOR COMPOUNDS AND METHODS". . . Retrieved 2008/06/13.