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• Solvents and Organic Chemicals Organic Compounds Benzenoids Thiophenols

Benzenethiol, 4-bromo-3-methyl- (CAS No. 14395-52-9): A Comprehensive Overview

Benzenethiol, 4-bromo-3-methyl-, identified by its Chemical Abstracts Service (CAS) number CAS No. 14395-52-9, is a significant compound in the realm of organic chemistry and pharmaceutical research. This compound, characterized by its unique molecular structure, has garnered attention due to its potential applications in various chemical syntheses and biological studies. The presence of both bromine and methyl substituents on a benzene ring with a thiol group makes it a versatile intermediate in the development of more complex molecules.

The molecular formula of Benzenethiol, 4-bromo-3-methyl- is C?H?BrS, reflecting its composition of eight carbon atoms, seven hydrogen atoms, one bromine atom, and one sulfur atom. The thiol (-SH) functional group is particularly noteworthy, as it introduces reactivity that can be exploited in chemical reactions such as nucleophilic substitution and oxidation processes. The bromine substituent at the 4-position and the methyl group at the 3-position further enhance its utility in synthetic pathways.

In recent years, there has been a growing interest in the applications of halogenated thiols like Benzenethiol, 4-bromo-3-methyl- in pharmaceutical research. The thiol group is a key moiety in many bioactive molecules, and its ability to form disulfide bonds makes it valuable in drug design and development. For instance, thiols have been explored as potential antioxidants and anti-inflammatory agents due to their ability to scavenge reactive oxygen species.

One of the most compelling aspects of CAS No. 14395-52-9 is its role as a building block in the synthesis of more complex organic compounds. Researchers have leveraged its structure to develop novel intermediates for various pharmacological applications. The bromine atom at the 4-position allows for further functionalization via cross-coupling reactions such as Suzuki-Miyaura or Buchwald-Hartwig couplings, which are pivotal in constructing biaryl structures found in many drugs.

The pharmaceutical industry has shown particular interest in derivatives of Benzenethiol, 4-bromo-3-methyl- due to their potential as lead compounds for new therapies. Studies have indicated that modifications around the benzene ring can lead to compounds with enhanced binding affinity to biological targets. For example, researchers have investigated analogs of this compound as kinase inhibitors, which are crucial in treating cancers and inflammatory diseases.

The synthesis of CAS No. 14395-52-9 typically involves bromination and methylation reactions on a benzene precursor followed by thiolation. Advanced synthetic techniques have been employed to improve yields and purity, ensuring that researchers have access to high-quality starting materials for their investigations. These methods often involve catalytic processes that minimize side reactions and maximize efficiency.

In academic research, Benzenethiol, 4-bromo-3-methyl- has been used to study the effects of halogenated thiols on enzyme activity and protein interactions. The thiol group's ability to participate in disulfide bond formation has made it a valuable tool in understanding protein folding and stability. Additionally, the bromine substituent provides a handle for site-specific labeling techniques, allowing researchers to track protein dynamics within cellular environments.

The chemical reactivity of CAS No. 14395-52-9 also makes it useful in material science applications. For instance, thiols can react with metal surfaces to form self-assembled monolayers (SAMs), which are used to modify surface properties for sensors or nanotechnology applications. The presence of both bromine and methyl groups offers additional reaction sites, enabling the creation of complex surface architectures.

Ethical considerations are paramount when handling compounds like Benzenethiol, 4-bromo-3-methyl-, despite their non-hazardous nature under standard conditions. Proper handling procedures must be followed to ensure safety in laboratory settings, including appropriate storage and waste disposal protocols. These measures are essential not only for protecting researchers but also for maintaining compliance with regulatory standards.

The future prospects for CAS No. 14395-52-9 appear promising as new synthetic methodologies continue to emerge. Advances in green chemistry have led to more sustainable approaches for producing halogenated thiols, reducing environmental impact while maintaining high yields. These innovations are likely to expand the compound's utility across multiple industries.

In conclusion, Benzenethiol, 4-bromo-3-methyl-, with its CAS number CAS No. 14395-52-9, represents a versatile compound with significant potential in pharmaceuticals, materials science, and academic research. Its unique structural features make it an invaluable intermediate for synthesizing complex molecules with diverse applications. As research progresses，this compound will undoubtedly continue to play a crucial role in advancing scientific knowledge and technological innovation.

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