2-Methoxycarbonyl-5-fluorophenylboronic acid

Base Information

• Chemical Name: 2-Methoxycarbonyl-5-fluorophenylboronic acid
• CAS No.: 850568-05-7
• Molecular Formula: C8H8BFO4
• Molecular Weight: 197.959
• Hs Code.: 2931900090
• European Community (EC) Number: 855-577-9
• DSSTox Substance ID: DTXSID20402567
• Wikidata: Q82205990
• Mol file: 850568-05-7.mol

Synonyms:850568-05-7;2-Methoxycarbonyl-5-fluorophenylboronic acid;5-Fluoro-2-methoxycarbonylphenylboronic acid;(5-fluoro-2-methoxycarbonylphenyl)boronic acid;5-FLUORO-2-METHOXYCARBOXYPHENYLBORONIC ACID;5-fluoro-2-(methoxycarbonyl)phenylboronic acid;(5-Fluoro-2-(methoxycarbonyl)phenyl)boronic acid;[5-fluoro-2-(methoxycarbonyl)phenyl]boronic acid;MFCD03095367;5-Fluoro-2-(methoxycarbonyl)benzeneboronic acid;SCHEMBL1743546;DTXSID20402567;CHDCMVDJRAQCTJ-UHFFFAOYSA-N;AKOS004113828;AB13721;FS-4990;2-Methoxycarbonyl-5-fluorophenylboronicacid;CS-0063886;FT-0644929;D73311;EN300-7367774;A841103;carboxyoxy-(5-fluoro-2-methoxy-phenyl)borinic acid

Chemical Property of 2-Methoxycarbonyl-5-fluorophenylboronic acid

Chemical Property:

• Vapor Pressure: 6.58E-06mmHg at 25°C
• Melting Point: 146-148 °C
• Refractive Index: 1.513
• Boiling Point: 363.1 °C at 760 mmHg
• PKA: 7.16±0.58(Predicted)
• Flash Point: 173.4 °C
• PSA: 66.76000
• Density: 1.33 g/cm³
• LogP: -0.70790
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 198.0499671
• Heavy Atom Count: 14
• Complexity: 212

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Fluoro-2-methoxycarbonylphenylboronicacid ^*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=CC(=C1)F)C(=O)OC)(O)O

Technology Process of 2-Methoxycarbonyl-5-fluorophenylboronic acid

There total 1 articles about 2-Methoxycarbonyl-5-fluorophenylboronic 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:

methanol (67-56-1) + 2-borono-4-fluorobenzoic acid (874290-62-7) → (5-fluoro-2-(methoxycarbonyl)phenyl)boronic acid (850568-05-7)

Guidance literature:

With thionyl chloride; at 0 ℃; for 3.5h;

Reference yield: 87.0%

(5-fluoro-2-(methoxycarbonyl)phenyl)boronic acid (850568-05-7) + 4-bromobenzo[c][2,7]naphthyridine (1380406-43-8) → methyl 2-(benzo[c][2,7]naphthyridin-4-yl)-4-fluorobenzoate

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium fluoride; tri-tert-butyl phosphine; In tetrahydrofuran; at 80 ℃; for 0.5h; Inert atmosphere; Microwave irradiation;

DOI:10.1002/ejoc.201403502

Reference yield: 72.0%

(5-fluoro-2-(methoxycarbonyl)phenyl)boronic acid (850568-05-7) + 4-(bromomethyl)-1-fluoro-2-nitrobenzene (15017-52-4) → methyl 4-fluoro-2-(4-fluoro-3-nitrobenzyl)benzoate

Guidance literature:

With potassium phosphate; palladium diacetate; triphenylphosphine; In toluene; at 80 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.112671

upstream raw materials:

methanol

2-borono-4-fluorobenzoic acid

Downstream raw materials:

methyl 2-benzyl-4-fluorobenzoate

methyl 4-fluoro-2-(phenylthio)benzoate

6-chloro-9-(3-methoxy-phenoxy)-benzo[c][1,8]naphthyridine

6-chloro-9-(4-methoxy-phenoxy)-benzo[c][1,8]naphthyridine

Refernces