2,6-Difluorophenylboronic acid

Base Information

• Chemical Name: 2,6-Difluorophenylboronic acid
• CAS No.: 162101-25-9
• Molecular Formula: C6H5BF2O2
• Molecular Weight: 157.912
• Hs Code.: 29163990
• European Community (EC) Number: 627-874-1
• DSSTox Substance ID: DTXSID70370227
• Nikkaji Number: J1.349.726E
• Wikidata: Q72463755
• Mol file: 162101-25-9.mol

Synonyms:2,6-Difluorophenylboronic acid;162101-25-9;2,6-Difluorobenzeneboronic Acid;(2,6-difluorophenyl)boronic Acid;MFCD00792436;BORONIC ACID, (2,6-DIFLUOROPHENYL)-;(2,6-Difluorophenyl)Boranediol;2,6-Difluorophenylboricacid;2,6-difluoro phenylboric acid;BORONIC ACID, B-(2,6-DIFLUOROPHENYL)-;2,6-Difluorophenylboronicacid;diorthofluorophenylboronic acid;SCHEMBL146988;2,6 difluorophenylboronic acid;2,6-Difluorophenylboranic acid;2,6 difluorophenyl boronic acid;2,6-difluoro-phenylboronic acid;2,6-difluorophenyl boronic acid;2,6-difluorophenyl-boronic acid;DTXSID70370227;DBZAICSEFBVFHL-UHFFFAOYSA-N;(2,6-difluorophenyl)-boronic acid;2,6-difluorophenyl dihydrogen borate;Pyridine, 2-bromo-5-chloro-3-nitro;2,6-Difluorophenylboronic acid, 98%;AKOS000285072;AB07099;AC-1419;CS-W009261;GS-6744;SY023631;AM20030092;D3087;FT-0610647;EN300-117677;J-507481;Z381540882

Chemical Property of 2,6-Difluorophenylboronic acid

Chemical Property:

• Appearance/Colour: White to off-white crystalline powder
• Vapor Pressure: 0.297mmHg at 25°C
• Melting Point: 147-149 °C
• Refractive Index: 1.51
• Boiling Point: 260.1 °C at 760 mmHg
• PKA: 8.12±0.58(Predicted)
• Flash Point: 111.1 °C
• PSA: 40.46000
• Density: 1.35 g/cm³
• LogP: -0.35540
• Storage Temp.: 0-6°C
• Solubility.: Soluble in methanol.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 158.0350659
• Heavy Atom Count: 11
• Complexity: 124

Purity/Quality:

99% ^*data from raw suppliers

2,6-Difluorophenylboronic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=CC=C1F)F)(O)O
• Uses: suzuki reaction 2,6-Difluorophenylboronic acid can be used:As a substrate in the model reaction of Suzuki–Miyaura coupling with?4-chloro-3-methylanisole.To prepare 4-bromo-2,3′,5′,6-tetrafluorobiphenyl, a key intermediate for the synthesis of 2,6-difluorinated oligophenyls applicable in organic semiconductors.To prepare ethyl 4-(2,6-difluorophenyl)nicotinate, a key intermediate for the synthesis of 4-phenyl pyridine based potent TGR5 agonists. Intermediates of Liquid Crystals

Technology Process of 2,6-Difluorophenylboronic acid

There total 14 articles about 2,6-Difluorophenylboronic 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: 94.0%

2,6-difluorophenyltrifluoroborate potassium salt → 2,6-difluorophenylboronic acid (162101-25-9)

Guidance literature:

With iron(III) chloride; water; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2011.09.140

Reference yield: 81.0%

water (7732-18-5) + 2,6-difluorophenyltrifluoroborate potassium salt → 2,6-difluorophenylboronic acid (162101-25-9)

Guidance literature:

With montmorillonite K₁₀; at 25 ℃; for 1h;

DOI:10.21577/0103-5053.20180126

Reference yield: 26.0%

1-bromo-2,6-difluorobenzene (64248-56-2) + Trimethyl borate (121-43-7,63156-11-6) → 2,6-difluorophenylboronic acid (162101-25-9)

Guidance literature:

With n-butyllithium; In diethyl ether; hexane; n-BuLi (2.5 M, hexane) was added to C6F2BrH3 iN Et2O at -60 °C,stirring (-60--70 °C, 1 h), 1.5 equiv. of B(OMe)3 was added in E t2O (-70 °C, 30 min), stirring at -60--70 and 20 °C for 1 h and 30-40 min, resp.; poured into 5 % HCl, org. layer was sepd., aq. layer was extd. with ether, extracts were combined, dried with MgSO4, evapn., recrystn. from hot toluene, elem. anal.;

DOI:10.1002/1521-3749(200213)628:13<2827::AID-ZAAC2827>3.0.CO;2-N

upstream raw materials:

1-bromo-2,6-difluorobenzene

1,3-Difluorobenzene

Trimethyl borate

water

Downstream raw materials:

4-(2,6-difluorophenyl)pyridine

7-(2,6-difluoro-phenyl)-5-methyl-benzo[1,2,4]triazin-3-ylamine

9-benzhydryloxy-5-(2,6-difluoro-phenyl)-7-(4-fluoro-benzyl)-6,7-dihydro-pyrrolo[3,4-g]quinolin-8-one

tert-butyl-6-triphenylmethyloxy-3(R),5(S)-(2,6-difluorophenyl)boranatohexanoate