2,6-Difluoropyridine-3-boronic acid
- CAS No.
- 136466-94-9
- Chemical Name:
- 2,6-Difluoropyridine-3-boronic acid
- Synonyms
- (2,6-DIFLUOROPYRIDIN-3-YL)BORONIC ACID;uoropyridine-3-boronic acid;3-Borono-2,6-difluoropyridine;2,6-DIFLUOROPYRIDINE-3-BORONIC;2,6-Difluoropyridine-3-boronicaci;2,6-DIFLUOROPYRIDINE-3-BORONIC ACID;2,6-DIFLUORO-3-PYRIDYL BORONIC ACID;(2,6-DIFLUORO-3-PYRIDINYL)-BORONIC ACID;2,6-difluoropyridin-3-yl-3-boronic acid;6-Chloro-2-fluoropyridine-3-boronic acid
- CBNumber:
- CB0285047
- Molecular Formula:
- C5H4BF2NO2
- Molecular Weight:
- 158.9
- MDL Number:
- MFCD03788245
- MOL File:
- 136466-94-9.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 168 °C(Solv: ethyl acetate (141-78-6); ethyl ether (60-29-7)) |
|---|---|
| Boiling point | 314.8±52.0 °C(Predicted) |
| Density | 1.44±0.1 g/cm3(Predicted) |
| storage temp. | Inert atmosphere,2-8°C |
| Water Solubility | Soluble in water |
| pka | 6.77±0.58(Predicted) |
| form | powder to crystal |
| color | White to Light yellow |
| InChIKey | LCCZTROJRJFXNV-UHFFFAOYSA-N |
| CAS DataBase Reference | 136466-94-9(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
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|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-37 | |||||||||
| HS Code | 29333990 | |||||||||
| NFPA 704 |
|
2,6-Difluoropyridine-3-boronic acid price More Price(76)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TCI Chemical | D4006 | 2,6-Difluoro-3-pyridineboronic Acid (contains varying amounts of Anhydride) | 136466-94-9 | 1g | $27 | 2026-04-30 | Buy |
| TCI Chemical | D4006 | 2,6-Difluoro-3-pyridineboronic Acid (contains varying amounts of Anhydride) | 136466-94-9 | 5g | $86 | 2026-04-30 | Buy |
| Apolloscientific | PC7582 | 2,6-Difluoropyridine-3-boronic acid 96% | 136466-94-9 | 100mg | $21 | 2026-06-04 | Buy |
| Apolloscientific | PC7582 | 2,6-Difluoropyridine-3-boronic acid 96% | 136466-94-9 | 1g | $66 | 2026-06-04 | Buy |
| Apolloscientific | PC7582 | 2,6-Difluoropyridine-3-boronic acid 96% | 136466-94-9 | 5g | $130 | 2026-06-04 | Buy |
2,6-Difluoropyridine-3-boronic acid Chemical Properties, Uses, Production
Chemical Properties
2,6-difluoropyridine-3-boronic acid is a fluorine-containing substituted pyridine boronic acid derivatives, due to the fluorine atom and the atomic radius of the hydrogen atom is quite close, so when the hydrogen atom in the molecule is replaced by the fluorine atom, it will not cause the molecule to change the stereo configuration of the significant changes. However, due to the fluorine atom has a strong ability to absorb electrons, often make the original molecule of the electronic properties of the great changes, so that the fluorine-containing pyridine boronic acid has a good stability and a large dielectric anisotropy, so in recent years, the fluorine-containing pyridine boronic acid in medicine, especially the synthesis of new anticancer drugs and the material science has a very important role.
Uses
2,6-Difluoropyridine-3-boronic acid is a pyridine analogue containing a fluorine atom reactive group and boronic acid in its structure. It can be used as a reagent for fluorination or substitution reactions and as a synthetic intermediate for the preparation of other organic compounds.
Synthesis
1513-65-1
121-43-7
136466-94-9
The general procedure for the synthesis of 2,6-difluoropyridine-3-boronic acid from 2,6-difluoropyridine and trimethyl borate was carried out as follows: the synthesis was carried out according to the methodology reported in the literature [S1, S2] with appropriate modifications. First, a solution of lithium diisopropylammonium (LDA) was prepared by slow dropwise addition of a THF (20 mL) solution of diisopropylamine (3.4 mL) to n-butyllithium (1.67 M in n-hexane, 24 mmol, 14 mL) at 20 °C, followed by stirring at 0 °C for 20 min. Next, in another reaction flask, a solution of 2,6-difluoropyridine (20 mmol, 1.8 mL) in THF (20 mL) was stirred at -78 °C and the LDA solution prepared above was added via cannula. After continued stirring at -78 °C for 30 min, a solution of trimethyl borate (24 mmol, 2.5 g, 2.7 mL) in THF (10 mL) was added to the reaction mixture, followed by a slow warming up to room temperature over a period of 1 hour. Upon completion of the reaction, the reaction was quenched with 2 M aqueous sodium hydroxide solution (40 mL). The aqueous layer was separated and the pH was adjusted to 8 with 4 M hydrochloric acid followed by extraction with ethyl acetate (organic layer A). The pH of the aqueous layer was further adjusted to 6.5 with 4M hydrochloric acid, at which time insoluble organic matter was precipitated, and the extraction was repeated three times with ethyl acetate to give organic layer B. The pH of the aqueous layer was again adjusted to 4 with 4M hydrochloric acid, and the extraction was repeated three times with ethyl acetate to give organic layer C. Organic layers B and C were combined, dried with anhydrous sodium sulfate, and concentrated under reduced pressure to afford the crude product of 2,6-difluoropyridinium-3-boronate in 94% (3.0 g) yield. 94% (3.0 g, 19 mmol). The product could be used directly in the subsequent reaction without further purification.
References
[1] Journal of Fluorine Chemistry, 2016, vol. 181, p. 56 - 60
[2] Inorganic Chemistry, 2009, vol. 48, # 3, p. 1030 - 1037
[3] Patent: EP2727928, 2014, A1. Location in patent: Paragraph 0027
[4] Patent: US8859771, 2014, B2. Location in patent: Page/Page column 11
[5] Journal of Nanoscience and Nanotechnology, 2018, vol. 18, # 10, p. 7047 - 7052
2,6-Difluoropyridine-3-boronic acid Preparation Products And Raw materials
Raw materials
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Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Wuhan Chemwish Technology Co., Ltd | 86-027-67849912 | sales@chemwish.com | China | 35884 | 56 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| JinYan Chemicals(ShangHai) Co.,Ltd. | 13817811078 | sales@jingyan-chemical.com | China | 9963 | 60 |
| Pure Chemistry Scientific Inc. | 001-857-928-2050 or 1-888-588-9418 | sales@chemreagents.com | United States | 10174 | 62 |
| Adamas Reagent, Ltd. | 400-6009262 15618770481 | yhx@titansci.com | China | 14098 | 59 |
View Latest Price from 2,6-Difluoropyridine-3-boronic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2025-06-25 | 2,6-Difluoropyridine-3-boronic acid
136466-94-9
|
$1.10 | 1g | 99.0% min | 100 tons min | Shaanxi Dideu Medichem Co. Ltd | |
 |
2021-08-12 | 2,6-Difluoropyridine-3-boronic acid
136466-94-9
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd | ||
 |
2021-07-02 | 2,6-Difluoro-3-pyridineboronic Acid (contains varying amounts of Anhydride)
136466-94-9
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd |
-
- 2,6-Difluoropyridine-3-boronic acid
136466-94-9
- $1.10
- 99.0% min
- Shaanxi Dideu Medichem Co. Ltd
-
- 2,6-Difluoropyridine-3-boronic acid
136466-94-9
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
-
- 2,6-Difluoro-3-pyridineboronic Acid (contains varying amounts of Anhydride)
136466-94-9
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
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