Shaanxi BLOOM Tech Co., Ltd. is one of the most experienced manufacturers and suppliers of 2-bromophenylboronic acid cas 244205-40-1 in China. Welcome to wholesale bulk high quality 2-bromophenylboronic acid cas 244205-40-1 for sale here from our factory. Good service and reasonable price are available.
2-Bromophenylboronic acid, chemical formula C6H6BO2Br, relative molecular weight 214.83 g/mol. It is a solid compound that appears as a white or similar white crystalline powder at room temperature. It is a representative of arylboronic acid and has the ability to undergo multiple reactions with other compounds. It can participate in palladium catalyzed cross Coupling reaction such as Suzuki Miyaura Coupling reaction to form Carbon–carbon bond with aromatic or olefin compounds. In addition, it can also undergo nucleophilic substitution reactions by reacting with Lewis acid or electrophilic reagents. Relatively stable under conventional storage conditions, but sensitive to air and humidity. To maintain its stability, it should be stored in a dry, sealed container and avoid exposure to air. As an important organic synthesis intermediate, it has extensive laboratory applications in organic synthesis, Medicinal chemistry, material science, Chemical biology and other fields.
|
Chemical Formula |
C6H6BBrO2 |
|
Exact Mass |
200 |
|
Molecular Weight |
201 |
|
m/z |
200 (100.0%), 202 (97.3%), 199 (24.8%), 201 (24.2%), 201 (6.5%), 203 (6.3%), 200 (1.6%), 202 (1.6%) |
|
Elemental Analysis |
C, 35.88; H, 3.01; B, 5.38; Br, 39.79; O, 15.93 |
 |
 |
Organic synthesis intermediates
This compound has been used in in vitro studies to promote more environmentally friendly amidation of catalytic amounts of carboxylic acids and amines. This technology avoids the requirement for pre activation of carboxylic acids or the use of coupling agents, making the amidation reaction more efficient and environmentally friendly. The bromine atom in this structure can undergo cross coupling reaction with organic boronic acid species under the action of metal palladium catalyst.
This reaction is commonly used to construct the molecular skeleton of complex organic molecules and has wide applications in drug synthesis and materials science. It can efficiently construct carbon carbon bonds by reacting with substrates such as halogenated hydrocarbons, trifluoromethanesulfonates, diazonium salts, etc. through Suzuki Miyaura coupling reaction.
OLED electronic chemical intermediates
This substance can serve as a precursor for key structural units in the synthesis of OLED materials. By reacting with other functional groups, molecular structures with specific optoelectronic properties can be constructed, which are crucial for the performance of OLEDs. Efficient luminescent materials are required in the light-emitting layer of OLED. The synthesis reaction it participates in can introduce functional groups or structures that are conducive to luminescence, thereby improving the luminescence efficiency of OLEDs. The emission color of OLED depends on the molecular structure of the luminescent material.
By changing the functional groups that react with it, the molecular structure of the final product can be adjusted, thereby regulating the emission color of OLED. The stability of OLED devices is one of the key factors for their long-term application. The synthesis reaction it participates in can introduce functional groups or structures that help improve stability, thereby extending the service life of OLED devices. In OLED devices, the transport performance of charge carriers has a significant impact on the device's performance.
OLED electronic chemical intermediates
By participating in the synthesis reaction, the molecular structure of the luminescent layer can be optimized, thereby improving the carrier transport performance and enhancing the efficiency and stability of OLED devices.
OLED display technology has advantages such as high resolution, high brightness, and low power consumption, and is widely used in display fields such as smartphones, tablets, and televisions. As an important intermediate of OLED electronic chemicals, it helps to promote the further development of display technology.
OLED lighting technology has the advantages of rich color, energy saving and environmental protection, and easy adjustment of brightness, and has great potential in the field of lighting. The synthesis and application of this substance can help improve the performance of OLED lighting devices and reduce costs, promoting the commercial application of OLED lighting technology.
2-Bromophenylboronic acid, as an important biochemical reagent and organic synthesis intermediate, has shown extensive application potential in drug development, biochemical synthesis, and the preparation of organic light-emitting diodes (OLEDs). The following is a detailed analysis of its development prospects:
Future Development Trends and Prospects
Technological innovation leads development
In the future, technological innovation will be the core driving force for the development of this industry. Enterprises need to increase their R&D investment and technological innovation efforts, continuously improving product quality and performance levels. At the same time, we should also pay attention to the development trends and application prospects of new technologies, processes, and equipment, actively introduce and digest advanced technological achievements.
Green and Sustainable Development
With the improvement of environmental awareness and the strengthening of regulations, green and sustainable development will become an important direction for this development. Enterprises need to strengthen environmental management and technological innovation to reduce their impact and pollution on the environment. At the same time, we should actively explore circular economy and resource-saving development models, and promote the development of industries towards greener and more sustainable directions.
Conclusion and Suggestions
To promote the healthy development of the industry, it is recommended that enterprises strengthen technological innovation and R&D investment, improve product quality and performance levels; Strengthen environmental management and technological innovation to promote the development of industries towards greener and more sustainable directions; Actively participate in international market competition and exchange cooperation activities, expand overseas markets and sales channels; At the same time, we should also pay attention to market dynamics and changes in competitor strategies, and adjust our business strategy and market positioning in a timely manner. In addition, the government should increase its support for such high-tech industries and provide a favorable policy environment and development opportunities：
Market demand analysis and prediction: Based on the development trends and market prospects in the global pharmaceutical, biochemical synthesis, and OLED fields, a quantitative analysis and prediction of its market demand will be conducted.
Competitive landscape and trend analysis: Conduct in-depth analysis of the global competitive landscape and trend changes in the industry, including market share, competitive landscape, and analysis of major enterprises.
Technological Innovation and R&D Trends: Explore the innovative points and R&D trends of its production technology, including research and application prospects in new synthesis methods, green chemistry technology, and other areas.
Policy environment and market opportunities: Analyze the support policies and market environment changes of governments in various countries for this high-tech industry, as well as the impact and challenges of these changes on industry development.
Risk Management and Response Strategies: Identify and analyze potential risks and challenges that the industry may face during its development process, and propose corresponding risk management and response strategy recommendations.
The discovery of 2-bromophenylboronic acid can be traced back to the early 20th century, when chemists began to have a strong interest in the synthesis and application of organic boron compounds. In 1903, German chemist Alfred Stock first synthesized phenylboronic acid and conducted preliminary research on its properties. This discovery laid the foundation for further research on 2-bromophenylboronic acid. However, it was not until the 1950s that the specific structure of 2-bromophenylboronic acid was gradually revealed.
In 1954, American chemist Herbert C. Brown successfully synthesized 2-bromophenylboronic acid for the first time while studying the reaction mechanism of organic boron compounds. Brown obtained the crystal structure of 2-bromophenylboronic acid by reacting it with a brominating agent, and determined its molecular configuration using X-ray diffraction technology. This breakthrough discovery not only confirms the existence of 2-bromophenylboronic acid, but also provides important experimental evidence for subsequent organic boron chemistry research.
In the 1960s and 1970s, with the advancement of analytical techniques such as nuclear magnetic resonance (NMR) and infrared spectroscopy (IR), scientists gained a deeper understanding of the structure and properties of 2-bromophenylboronic acid. In 1967, British chemist Geoffrey Wilkinson further analyzed the stereoisomerism of 2-bromophenylboronic acid using NMR technology, revealing its electronic distribution and spatial arrangement within the molecule. These studies have laid a solid theoretical foundation for the synthesis and application of 2-bromophenylboronic acid.
2-Bromophenylboronic acid, with the molecular formula C₆H₆BBrO₂ and molecular weight 200.83, is a crucial aromatic boronic acid derivative, whose chemical properties are closely determined by its unique molecular structure-containing a boronic acid group (-B(OH)₂) attached to the ortho-position of a bromophenyl ring. It is a white to off-white crystalline powder under normal temperature and pressure, with a melting point ranging from 110-114℃ and low solubility in non-polar solvents such as petroleum ether, while being moderately soluble in polar solvents like methanol, ethanol, and tetrahydrofuran, and slightly soluble in water.
The most prominent chemical property is the reactivity of its boronic acid group. Similar to other arylboronic acids, it easily forms cyclic boroxines through dehydration condensation under heating or acidic conditions, and can reversibly react with diols (such as catechol and ethylene glycol) to generate stable cyclic boronic esters, a characteristic widely used in its purification and structural identification. It is weakly acidic, with a pKa value of approximately 8.8, capable of reacting with strong bases (like sodium hydroxide) to form water-soluble boronate salts, while remaining stable under mild acidic conditions.
The bromine atom on the benzene ring, as an electron-withdrawing group, reduces the electron density of the benzene ring, slightly weakening the nucleophilic substitution reactivity of the boronic acid group but enhancing its stability in oxidative environments. It is relatively stable under normal storage conditions, but is sensitive to high temperature and strong oxidants, which may cause decomposition. Importantly, it undergoes efficient Suzuki-Miyaura cross-coupling reactions with aryl halides under palladium catalysis, forming carbon-carbon bonds, which is the core application-based chemical property that makes it indispensable in organic synthesis.
Hot Tags: 2-bromophenylboronic acid cas 244205-40-1, suppliers, manufacturers, factory, wholesale, buy, price, bulk, for sale, CAS 329210 71 1, CAS 1115639 92 3, 2 Bromo 9 9 dimethyl 5 phenyl 9H fluorene, 1 2 dibromo 3 iodo 5 tert butylbenzene, CAS 2261008 21 1, 3 6 dibromophenanthrene