2-Fluoro-3-methoxyphenylboronic acid

Base Information

• Chemical Name: 2-Fluoro-3-methoxyphenylboronic acid
• CAS No.: 352303-67-4
• Molecular Formula: C7H8BFO3
• Molecular Weight: 169.948
• Hs Code.: 2931900090
• European Community (EC) Number: 609-099-0
• UNII: C42SY4A63V
• DSSTox Substance ID: DTXSID60407258
• Nikkaji Number: J2.364.727C
• Wikidata: Q72473965
• Mol file: 352303-67-4.mol

Synonyms:2-Fluoro-3-methoxyphenylboronic acid;352303-67-4;(2-fluoro-3-methoxyphenyl)boronic acid;2-fluoro-3-methoxybenzeneboronic acid;Boronic acid, (2-fluoro-3-methoxyphenyl)-;MFCD02094728;C42SY4A63V;(3-Methoxy-2-fluorophenyl)boronic acid;B-(2-Fluoro-3-methoxyphenyl)boronic acid;BORONIC ACID, B-(2-FLUORO-3-METHOXYPHENYL)-;(2-Fluoro-3-Methoxyphenyl)Boranediol;Elagolix intermediate;2-fluoro-3-methoxyphenyl boronic acid;UNII-C42SY4A63V;SCHEMBL126401;DTXSID60407258;JCKZNMSBFBPDPM-UHFFFAOYSA-N;AMY13300;BCP29025;(2-fluoro-3-methoxyphenyl)boronicacid;2-fluoro-3-methoxy-phenylboronic acid;AKOS005254274;AB10917;CS-W020414;PS-9568;2-fluoro-3-methoxy-phenyl-boronic acid;AC-31337;HY-32923;SY025630;A6186;F0940;FT-0612318;EN300-755153;J-509374;Z1203162315;2-Fluoro-3-MethoxyphenylboronicAcid;(2-Fluoro-3-methoxyphenyl)boronic acid;(2-fluoro-3-methoxyphenyl)boronic acid pound>>(2-fluoro-3-methoxy-phenyl)boronic Acid

Chemical Property of 2-Fluoro-3-methoxyphenylboronic acid

Chemical Property:

• Vapor Pressure: 8.56E-05mmHg at 25°C
• Melting Point: 117-122 ºC(lit.)
• Refractive Index: 1.503
• Boiling Point: 326.8 ºC at 760 mmHg
• PKA: 7.90±0.58(Predicted)
• Flash Point: 151.4 ºC
• PSA: 49.69000
• Density: 1.26 g/cm³
• LogP: -0.48590
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly, Heated), DMSO (Slightly), Methanol (Slightly)
• 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:

98% ^*data from raw suppliers

2-Fluoro-3-methoxyphenylboronic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C(=CC=C1)OC)F)(O)O
• Uses: suzuki reaction Reactant for:Regioselective Suzuki couplingPreparation of inhibitors of 17β-hydroxysteroid dehydrogenase type 1Preparation of boronic esters

Technology Process of 2-Fluoro-3-methoxyphenylboronic acid

There total 3 articles about 2-Fluoro-3-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: 26.0%

n-butyllithium (109-72-8,29786-93-4) + tetramethylpiperidine + Trimethyl borate (121-43-7,63156-11-6) + 1-fluoro-2-methoxybenzene (321-28-8) → (2-fluoro-3-methoxyphenyl)boronic acid (352303-67-4)

Guidance literature:

In tetrahydrofuran;

Reference yield:

2-fluoro-3-methoxy-1-bromobenzene (295376-21-5) → (2-fluoro-3-methoxyphenyl)boronic acid (352303-67-4)

Guidance literature:

2-fluoro-3-methoxy-1-bromobenzene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.166667h; Inert atmosphere;

With Triisopropyl borate; In tetrahydrofuran; at -78 - 20 ℃; for 1h; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; for 0.5h;

DOI:10.1039/b926547n

Reference yield:

C9H12BFO3 → (2-fluoro-3-methoxyphenyl)boronic acid (352303-67-4)

Guidance literature:

With hydrogenchloride;

DOI:10.1016/S0960-894X(02)00460-2

upstream raw materials:

n-butyllithium

Trimethyl borate

1-fluoro-2-methoxybenzene

2-fluoro-3-methoxy-1-bromobenzene

Downstream raw materials:

[5-(2-fluoro-3-methoxyphenyl)-2-thienyl](3-methoxyphenyl)methanone

3-(2'-fluoro-3'-methoxyphenyl)pyrazine-2-carbonitrile

3-[2(R)-(tert-butoxycarbonylamino)-2-phenylethyl]-5-(2-fluoro-3-methoxyphenyl)-1-[2,6-difluorobenzyl]-6-methylpyrimidine-2,4(1H,3H)-dione

{2-[3-(2,6-difluoro-benzyl)-5-(2-fluoro-3-methoxy-phenyl)-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-carbamic acid tert-butyl ester

Refernces

• 1、 Kopka, Ihor E,Lin, Linus S,Mumford, Richard A,Lanza Jr., Thomas,Magriotis, Plato A,Young, David,DeLaszlo, Stephen E,MacCoss, Malcolm,Mills, Sander G,Van Riper, Gail,McCauley, Ermengilda,Lyons, Kathryn,Vincent, Stella,Egger, Linda A,Kidambi, Usha,Stearns, Ralph,Colletti, Adria,Teffera, Yohannes,Tong, Sharon,Owens, Karen,Levorse, Dorothy,Schmidt, John A,Hagmann, William K. "Substituted 3-amino biaryl propionic acids as potent VLA-4 antagonists.". . p. 2415 - 2418. Retrieved 2007/10/03.