• 1. Enabling high-throughput single-animal gene-expression studies with molecular and micro-scale technologies
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• 2. Excess electrons in lithium–ethylamine solutions—density, electrical conductivity and EPR studies
  Phys. Chem. Chem. Phys., 1999,1, 3561-3565
• 3. Emulsion soft templating of carbide-derived carbon nanospheres with controllable porosity for capacitive electrochemical energy storage?
  M. Zeiger,N. J?ckel,P. Strubel,L. Borchardt,R. Reinhold,W. Nickel,J. Eckert,V. Presser,S. Kaskel J. Mater. Chem. A, 2015,3, 17983-17990
• 4. Excimer emission and magnetoluminescence of radical-based zinc(ii) complexes doped in host crystals?
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• 5. Enabling shape memory and healable effects in a conjugated polymer by incorporating siloxane via dynamic imine bond?
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3-Bromo-2-(3'-chlorobenzyloxy)-5-methylphenylboronic Acid: A Comprehensive Overview

The compound 3-Bromo-2-(3'-chlorobenzyloxy)-5-methylphenylboronic Acid (CAS No. 870778-83-9) is a highly specialized organic molecule with significant applications in the field of organic synthesis and materials science. This compound is particularly notable for its role in cross-coupling reactions, which are pivotal in the construction of complex molecular architectures. The phenylboronic acid group within its structure is a key feature that enables its participation in these reactions, making it a valuable reagent in modern organic chemistry.

Recent advancements in the field of organoboron chemistry have further highlighted the importance of 3-Bromo-2-(3'-chlorobenzyloxy)-5-methylphenylboronic Acid. Researchers have demonstrated its utility in the synthesis of biologically active molecules, where the precise control over regioselectivity and stereoselectivity is crucial. The bromine substituent at the meta position and the chloroalkoxy group at the para position contribute to the molecule's unique electronic and steric properties, which are essential for its reactivity in various synthetic transformations.

The synthesis of this compound typically involves multi-step processes, often starting from readily available aromatic precursors. The introduction of the benzyloxy group is a critical step, often achieved through nucleophilic aromatic substitution or coupling reactions. The subsequent installation of the bromine and methyl groups requires careful optimization to ensure high yields and purity. Recent studies have explored greener synthetic routes, leveraging catalytic systems to minimize environmental impact while maintaining high efficiency.

In terms of applications, 3-Bromo-2-(3'-chlorobenzyloxy)-5-methylphenylboronic Acid has found extensive use in the construction of heterocyclic compounds, which are fundamental building blocks in drug discovery. Its ability to undergo Suzuki coupling reactions with various aryl halides has made it a versatile tool for constructing biaryl structures with high precision. Moreover, its role in the synthesis of advanced materials, such as organic semiconductors and functional polymers, has been extensively reported in recent literature.

Recent research has also focused on understanding the electronic properties of this compound using computational methods. Density functional theory (DFT) calculations have provided insights into its frontier molecular orbitals, which are critical for predicting its reactivity in different reaction environments. These studies have underscored the importance of the boronic acid group in modulating the electronic properties of the molecule, making it highly suitable for applications in optoelectronic devices.

Furthermore, the stereochemical outcomes of reactions involving 3-Bromo-2-(3'-chlorobenzyloxy)-5-methylphenylboronic Acid have been a topic of intense investigation. Researchers have demonstrated that subtle changes in reaction conditions can lead to significant variations in product stereochemistry, highlighting the need for precise control during synthesis. These findings have important implications for the development of enantioselective catalytic processes.

In conclusion, 3-Bromo-2-(3'-chlorobenzyloxy)-5-methylphenylboronic Acid (CAS No. 870778-83-9) stands as a testament to the ingenuity and precision required in modern organic synthesis. Its unique combination of functional groups and electronic properties makes it an indispensable tool in both academic and industrial settings. As research continues to uncover new applications and optimize existing synthetic routes, this compound will undoubtedly remain at the forefront of chemical innovation.

• 849052-23-9(3-Bromo-2-(4'-chlorobenzyloxy)phenylboronic acid)
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• 849062-23-3(3-Bromo-5-methyl-2-(3'-methoxybenzyloxy)phenylboronic acid)
• 849062-25-5(3-Chloro-4-(3'-bromobenzyloxy)phenylboronic acid)
• 849052-16-0(3-Bromo-2-(3'-bromobenzyloxy)-5-methylphenylboronic acid)
• 849052-18-2(3-Bromo-2-(4'-chlorobenzyloxy)-5-methylphenylboronic acid)
• 849052-17-1(3-Bromo-2-(2'-chlorobenzyloxy)-5-methylphenylboronic acid)
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