Cas no 1270921-80-6 ((6-phenoxypyridin-3-yl)boronic acid)
(6-phenoxypyridin-3-yl)boronic acid Chemical and Physical Properties
Names and Identifiers
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- (6-Phenoxypyridin-3-yl)boronic acid
- 6-Phenoxypyridine-3-boronic acid
- 2-Phenoxypyridine-5-boronic acid
- (6-phenoxypyridin-3-yl)boronic acid
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- MDL: MFCD12403506
- Inchi: 1S/C11H10BNO3/c14-12(15)9-6-7-11(13-8-9)16-10-4-2-1-3-5-10/h1-8,14-15H
- InChI Key: BVSDPMDHUFPPMM-UHFFFAOYSA-N
- SMILES: O(C1C=CC(B(O)O)=CN=1)C1C=CC=CC=1
Computed Properties
- Exact Mass: 215.07500
- Hydrogen Bond Donor Count: 2
- Hydrogen Bond Acceptor Count: 4
- Heavy Atom Count: 16
- Rotatable Bond Count: 3
Experimental Properties
- Density: 1.29±0.1 g/cm3(Predicted)
- Boiling Point: 404.0±55.0 °C(Predicted)
- PSA: 62.58000
- LogP: 0.55370
(6-phenoxypyridin-3-yl)boronic acid Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Fluorochem | 217175-250mg |
6-Phenoxypyridin-3-yl)boronic acid |
1270921-80-6 | 95% | 250mg |
£150.00 | 2022-03-01 | |
| Fluorochem | 217175-1g |
6-Phenoxypyridin-3-yl)boronic acid |
1270921-80-6 | 95% | 1g |
£325.00 | 2022-03-01 | |
| Fluorochem | 217175-5g |
6-Phenoxypyridin-3-yl)boronic acid |
1270921-80-6 | 95% | 5g |
£1225.00 | 2022-03-01 | |
| Alichem | A029168963-5g |
6-Phenoxypyridine-3-boronic acid |
1270921-80-6 | 95% | 5g |
$698.70 | 2022-04-03 | |
| Chemenu | CM134530-1g |
(6-Phenoxypyridin-3-yl)boronic acid |
1270921-80-6 | 96% | 1g |
$293 | 2021-08-05 | |
| Matrix Scientific | 092569-250mg |
(6-Phenoxypyridin-3-yl)boronic acid, 95+% |
1270921-80-6 | 95+% | 250mg |
$341.00 | 2023-09-10 | |
| Matrix Scientific | 092569-1g |
(6-Phenoxypyridin-3-yl)boronic acid, 95+% |
1270921-80-6 | 95+% | 1g |
$672.00 | 2023-09-10 | |
| SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd. | P855378-1g |
6-Phenoxypyridine-3-boronic acid |
1270921-80-6 | 98% | 1g |
¥4,816.00 | 2022-09-01 | |
| TRC | P321650-1g |
(6-Phenoxypyridin-3-yl)boronic acid |
1270921-80-6 | 1g |
$ 50.00 | 2022-06-03 | ||
| TRC | P321650-5g |
(6-Phenoxypyridin-3-yl)boronic acid |
1270921-80-6 | 5g |
$ 65.00 | 2022-06-03 |
(6-phenoxypyridin-3-yl)boronic acid Related Literature
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Guang Xu,Wei Zhang,Ying Zhang,Xiaoxia Zhao,Ping Wen,Di Ma RSC Adv., 2018,8, 19353-19361
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Xiaoming Liu,Zachary D. Hood,Wangda Li,Donovan N. Leonard,Arumugam Manthiram,Miaofang Chi J. Mater. Chem. A, 2021,9, 2111-2119
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Chao-Han Cheng,Wen-Zhen Wang,Shie-Ming Peng,I-Chia Chen Phys. Chem. Chem. Phys., 2017,19, 25471-25477
Additional information on (6-phenoxypyridin-3-yl)boronic acid
(6-Phenoxypyridin-3-yl)boronic Acid: A Comprehensive Overview
The compound with CAS number 1270921-80-6, commonly referred to as (6-phenoxypyridin-3-yl)boronic acid, is a significant molecule in the field of organic chemistry. This compound is a derivative of pyridine, a six-membered aromatic heterocycle, with a phenoxypyridine moiety and a boronic acid group attached at the 3-position. The presence of the boronic acid group makes it particularly valuable in cross-coupling reactions, such as the Suzuki-Miyaura coupling, which are widely used in the synthesis of complex organic molecules.
6-Phenoxypyridin-3-yl boronic acid has gained attention due to its potential applications in drug discovery and materials science. Recent studies have highlighted its role in the development of novel pharmaceutical agents, particularly in the context of kinase inhibitors and other bioactive compounds. The phenoxypyridine moiety is known for its ability to interact with various biological targets, making it a versatile building block in medicinal chemistry.
From a synthetic perspective, (6-phenoxypyridin-3-yl)boronic acid can be prepared through several routes. One common method involves the hydroxylation of an appropriate pyridine derivative followed by substitution with a phenolic group and subsequent conversion to the boronic acid. The choice of synthetic pathway depends on the availability of starting materials and the desired purity of the final product. Researchers have also explored green chemistry approaches to synthesize this compound, minimizing environmental impact while maintaining high yields.
The unique electronic properties of 6-phenoxypyridin-3-yl boronic acid make it an attractive candidate for applications in optoelectronics and sensor technologies. Its ability to undergo various cross-coupling reactions allows for the creation of functional materials with tailored properties. For instance, integrating this compound into conjugated polymers has shown promise in enhancing their electrical conductivity and optical properties, which are critical for applications in organic light-emitting diodes (OLEDs) and photovoltaic devices.
Recent advancements in computational chemistry have provided deeper insights into the molecular structure and reactivity of (6-phenoxypyridin-3-yl)boronic acid. Density functional theory (DFT) calculations have revealed that the boronic acid group significantly influences the electronic distribution within the molecule, facilitating its participation in metal-catalyzed coupling reactions. These findings have been instrumental in optimizing reaction conditions and improving synthetic efficiency.
In terms of biological activity, 6-phenoxypyridin-3-yl boronic acid has been evaluated for its potential as an anticancer agent. Preclinical studies suggest that it exhibits selective cytotoxicity against certain cancer cell lines, potentially through modulation of key signaling pathways. While further research is needed to fully understand its mechanism of action, these results underscore its potential as a lead compound for drug development.
The versatility of (6-phenoxy-pyridin -3 -yl)boronic acid extends to its use as an intermediate in natural product synthesis. Its ability to participate in both palladium-catalyzed and nickel-catalyzed couplings makes it a valuable tool for constructing complex natural product frameworks. Recent examples include its application in the synthesis of alkaloids and polyketides, demonstrating its utility across diverse chemical domains.
Looking ahead, the continued exploration of (6-phenoxy-pyridin -3 -yl)boronic acid is expected to yield further insights into its chemical reactivity and biological activity. Its role as a key intermediate in organic synthesis positions it as an essential component in both academic research and industrial applications. As researchers continue to uncover new methods for synthesizing and utilizing this compound, its impact on various fields of chemistry is likely to grow significantly.
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