2,6-Difluoropyridine-3-boronic acid

Base Information

• Chemical Name: 2,6-Difluoropyridine-3-boronic acid
• CAS No.: 136466-94-9
• Molecular Formula: C5H4BF2NO2
• Molecular Weight: 158.9
• Hs Code.: 29333990
• European Community (EC) Number: 681-155-7
• DSSTox Substance ID: DTXSID90376387
• Nikkaji Number: J2.540.094A
• Wikidata: Q72464179
• Mol file: 136466-94-9.mol

Synonyms:Boronic acid,(2,6-difluoro-3-pyridinyl)- (9CI);(2,6-Difluoro-3-pyridinyl)boronic acid;(2,6-Difluoropyridin-3-yl)boronic acid;(2,6-difluoro-3-pyridyl)boronic acid;Boronic acid, B-(2,6-difluoro-3-pyridinyl)-;

Chemical Property of 2,6-Difluoropyridine-3-boronic acid

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 168 °C(Solv: ethyl acetate (141-78-6); ethyl ether (60-29-7))
• Refractive Index: 1.483
• Boiling Point: 314.8 °C at 760 mmHg
• PKA: 6.77±0.58(Predicted)
• Flash Point: 144.2 °C
• PSA: 53.35000
• Density: 1.44 g/cm³
• LogP: -0.96040
• Storage Temp.: Store Cold
• Water Solubility.: Soluble in water
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 159.0303149
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

6-Chloro-2-fluoropyridine-3-boronic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(N=C(C=C1)F)F)(O)O

Technology Process of 2,6-Difluoropyridine-3-boronic acid

There total 7 articles about 2,6-Difluoropyridine-3-boronic 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-difluoro pyridine (1513-65-1) + Trimethyl borate (121-43-7,63156-11-6) → (2,6-difluoropyridin-3-yl)boronic acid (136466-94-9)

Guidance literature:

2,6-difluoro pyridine; With n-butyllithium; lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

Trimethyl borate; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1016/j.jfluchem.2015.10.016

Reference yield: 90.0%

2,6-difluoro pyridine (1513-65-1) + Trimethyl borate (121-43-7,63156-11-6) + water (7732-18-5) → (2,6-difluoropyridin-3-yl)boronic acid (136466-94-9)

Guidance literature:

2,6-difluoro pyridine; With lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; at -78 ℃; for 1h;

Trimethyl borate; With sodium hydroxide; In tetrahydrofuran; diethyl ether; at 20 ℃; for 0.166667h; Inert atmosphere;

water; With hydrogenchloride; In tetrahydrofuran; diethyl ether;

Reference yield: 85.0%

2,6-difluoro pyridine (1513-65-1) → (2,6-difluoropyridin-3-yl)boronic acid (136466-94-9)

Guidance literature:

2,6-difluoro pyridine; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

With Trimethyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h;

With sodium hydroxide; In tetrahydrofuran; hexane; Further stages.;

DOI:10.1021/ol701689z

upstream raw materials:

2,6-difluoro pyridine

Trimethyl borate

diisopropylamine

water

Downstream raw materials:

2,6-difluoro-3-(4'-nitrophenyl)pyridine

2,6-difluoro-3-(4'-methoxyphenyl)pyridine

Refernces

• 1、 Xu, Qiu-Lei,Liang, Xiao,Jiang, Liang,Zhao, Yue,Zheng, You-Xuan. "Two blue iridium complexes for efficient electroluminescence with low efficiency roll-off". . p. 89218 - 89225. Retrieved 2015.
• 2、 Takahira, Yusuke,Murotani, Eisuke,Fukuda, Keiko,Vohra, Varun,Murata, Hideyuki. "Design, synthesis, and properties of a series of charged iridium(III) complexes with a neutral bidentate ligand for deep-blue phosphorescent emitter". . p. 56 - 60. Retrieved 2016.
• 3、 -. "An iridium containing organic electroluminescent blue light material, its preparation process and organic electroluminescent device". Paragraph 0056-0059. . Retrieved 2017/01/26.