4-Fluoro-3-methylphenylboronic acid

Base Information

• Chemical Name: 4-Fluoro-3-methylphenylboronic acid
• CAS No.: 139911-27-6
• Molecular Formula: C7H8BFO2
• Molecular Weight: 153.949
• Hs Code.: 29319090
• European Community (EC) Number: 640-290-1
• DSSTox Substance ID: DTXSID20379109
• Nikkaji Number: J3.151.941A
• Wikidata: Q72474780
• Mol file: 139911-27-6.mol

Synonyms:4-Fluoro-3-methylphenylboronic acid;139911-27-6;(4-fluoro-3-methylphenyl)boronic acid;3-methyl-4-fluorophenylboronic acid;4-Fluoro-3-methylbenzeneboronic acid;MFCD01863527;BORONIC ACID, (4-FLUORO-3-METHYLPHENYL)-;4-Fluoro-m-tolylboronic Acid;AN-967/25120030;SCHEMBL177567;DTXSID20379109;JCIJCHSRVPSOML-UHFFFAOYSA-N;3-methyl-4-fluorophenylboronicacid;4-flouro-3-methylphenylboronic acid;BCP24970;4-fluoro-3-methyl-phenylboronic acid;4-fluoro-3-methylphenyl boronic acid;4-fluoro-3-methyl-benzeneboronic acid;AKOS000285070;AB10389;AM86583;AS-2626;CS-W000869;4-fluoro-3-methyl-benzene boronic acid;AC-29811;BP-11198;SY014781;F0697;FT-0618482;EN300-384085;J-515377;Z381541152

Chemical Property of 4-Fluoro-3-methylphenylboronic acid

Chemical Property:

• Appearance/Colour: off-white cryst
• Vapor Pressure: 0.00163mmHg at 25°C
• Melting Point: 212-217 °C(lit.)
• Refractive Index: 1.505
• Boiling Point: 282 °C at 760 mmHg
• Flash Point: 124.3 °C
• PSA: 40.46000
• Density: 1.2 g/cm³
• LogP: -0.18610
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 154.0601378
• Heavy Atom Count: 11
• Complexity: 132

Purity/Quality:

99% ^*data from raw suppliers

4-Fluoro-3-methylphenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-27-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=C(C=C1)F)C)(O)O
• Uses: suzuki reaction Reactant for:Preparation of lipophilic-tailed monocationic inhibitors of neuronal nitric oxide synthaseStereoselective desymmetrizing rhodium-catalyzed allylic arylationSolvent free catalytic C-H functionalization reactionsHomocoupling reactionsSuzuki-Miyaura cross-coupling and Heck reactions under air

Technology Process of 4-Fluoro-3-methylphenylboronic acid

There total 2 articles about 4-Fluoro-3-methylphenylboronic 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: 98.0%

tri-(tert-butyl)borate (7397-43-5) + 5-bromo-2-fluorotoluene (51437-00-4) + water (7732-18-5) → 4-fluoro-3-methylphenyl boronic acid (139911-27-6)

Guidance literature:

5-bromo-2-fluorotoluene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

tri-(tert-butyl)borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

water; With hydrogenchloride; In tetrahydrofuran; hexane; at 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201609459

Reference yield:

Triisopropyl borate (5419-55-6) + 5-bromo-2-fluorotoluene (51437-00-4) → 4-fluoro-3-methylphenyl boronic acid (139911-27-6)

Guidance literature:

With sodium hydroxide; n-butyllithium; citric acid; In tetrahydrofuran;

Reference yield: 99.0%

7-chloro-2,5-diphenylbenzo[b]furan (1335094-11-5) + 4-fluoro-3-methylphenyl boronic acid (139911-27-6) → 7-(4-fluoro-3-methylphenyl)-2,5-diphenylbenzo[b]furan (1335094-19-3)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In 1,4-dioxane; at 100 ℃; for 3h;

DOI:10.1016/j.tetlet.2011.07.122

upstream raw materials:

Triisopropyl borate

5-bromo-2-fluorotoluene

tri-(tert-butyl)borate

water

Downstream raw materials:

NC₉H₆C₆H₃FCH₃

2-(4-fluoro-3-methylphenyl)-4,4,5,5-tetramethyl[1,3,2]dioxaborolane

Refernces

• 1、 -. "Prostaglandin endoperoxide H synthase biosynthesis inhibitors". . . Retrieved 2008/06/13.