2-Fluoro-5-methylphenylboronic acid

Base Information

• Chemical Name: 2-Fluoro-5-methylphenylboronic acid
• CAS No.: 166328-16-1
• Molecular Formula: C7H8BFO2
• Molecular Weight: 153.949
• Hs Code.: 29319000
• European Community (EC) Number: 690-476-1
• DSSTox Substance ID: DTXSID40438469
• Wikidata: Q72474765
• ChEMBL ID: CHEMBL5174157
• Mol file: 166328-16-1.mol

Synonyms:2-Fluoro-5-methylphenylboronic acid;166328-16-1;2-fluoro-5-methylbenzeneboronic acid;(2-fluoro-5-methylphenyl)boronic acid;2-fluoro-5-methylboronic acid;BORONIC ACID, (2-FLUORO-5-METHYLPHENYL)-;MFCD03428512;2-Fluoro-5-methylbenzeneboronic acid;2-Fluoro-5-methylboronic acid;(2-fluoro-5-methylphenyl)boranediol;Boronic acid, B-(2-fluoro-5-methylphenyl)-;SCHEMBL1372258;CHEMBL5174157;DTXSID40438469;ZLODKAZZRDLUKX-UHFFFAOYSA-N;5-Methyl-2-fluorophenylboronicacid;6-FLUORO-M-TOLYLBORONIC ACID;2-fluoro-5-methyl-phenylboronic acid;AKOS009320008;AB15421;CS-W018064;GS-6746;AC-16599;BP-12136;SY024015;(2-fluoranyl-5-methyl-phenyl)boronic acid;F0915;FT-0643594;2-Fluoro-5-methylphenylboronic acid, >=95%;EN300-117467;A810719;J-509460;Z381540892

Chemical Property of 2-Fluoro-5-methylphenylboronic acid

Chemical Property:

• Appearance/Colour: Off-white powder
• Melting Point: 77-82 °C(lit.)
• Refractive Index: 1.585
• Boiling Point: 291.432 °C at 760 mmHg
• PKA: 8.42±0.58(Predicted)
• Flash Point: 130.054 °C
• PSA: 40.46000
• Density: 1.203 g/cm³
• LogP: -0.18610
• Storage Temp.: Keep Cold
• Solubility.: soluble in Methanol
• 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

2-Fluoro-5-methylphenylboronic acid ^*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)C)F)(O)O
• Uses: suzuki reaction

Technology Process of 2-Fluoro-5-methylphenylboronic acid

There total 1 articles about 2-Fluoro-5-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: 96.0%

p-fluorotoluene (352-32-9) → (2-fluoro-5-methylphenyl)boronic acid (166328-16-1)

Guidance literature:

p-fluorotoluene; With sec.-butyllithium; In tetrahydrofuran; cyclohexane; for 0.166667h;

With Trimethyl borate; In tetrahydrofuran; cyclohexane; for 0.0166667h; Further stages.;

DOI:10.1021/ja994023t

Reference yield: 93.0%

(2-fluoro-5-methylphenyl)boronic acid (166328-16-1) → potassium 2-fluoro-5-methylphenyltrifluoroborate

Guidance literature:

With potassium hydrogen bifluoride; In methanol; for 0.333333h;

DOI:10.1021/ja994023t

Reference yield: 88.0%

4-(hydroxymethyl)-3-iodo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole-5-carbonitrile + (2-fluoro-5-methylphenyl)boronic acid (166328-16-1) → 3-(2-fluoro-5-methylphenyl)-4-(hydroxymethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole-5-carbonitrile

Guidance literature:

With chloro(2-dicyclohexylphosphino-2’,6’-diisopropoxy-1,1’-biphenyl)[2-(2’-amino-1,1‘-biphenyl)]palladium(II) 2nd generation; sodium carbonate; In ethanol; water; at 90 ℃; for 2.75h;

DOI:10.1021/ol502977a

upstream raw materials:

p-fluorotoluene

Downstream raw materials:

5-(2-fluoro-5-methylphenyl)furan-2-carboxylic acid methyl ester

2-(1-di-tert-Butoxycarbonylaminoisoquinolin-6-ylamino)-2-(2-fluoro-5-methylphenyl)acetic acid

5-fluoro-2-methyl-2'-[(4-methylphenyl)ethynyl]biphenyl

2'-fluoro-5'-methylbiphenyl-2-carbonitrile

Refernces