The Ultimate Guide to 3-Bromo-9-Phenylcarbazole (CAS 1153-85-1): Everything You Need to Know

Abstract

This comprehensive guide delves into the intricacies of 3-Bromo-9-Phenylcarbazole (CAS 1153-85-1), a compound of significant interest in various scientific fields. The article provides an in-depth analysis of its properties, synthesis methods, applications, safety considerations, and environmental impact. By exploring these aspects, readers will gain a comprehensive understanding of this compound, making it an essential resource for researchers, chemists, and anyone interested in organic chemistry.

Introduction to 3-Bromo-9-Phenylcarbazole (CAS 1153-85-1)

3-Bromo-9-Phenylcarbazole, with the chemical formula C13H8BrN, is a brominated derivative of carbazole. It is a crystalline solid that is widely used in organic synthesis due to its unique chemical properties. This guide aims to provide a comprehensive overview of 3-Bromo-9-Phenylcarbazole, covering its physical and chemical characteristics, synthesis methods, and applications.

Physical and Chemical Properties

3-Bromo-9-Phenylcarbazole is a yellow crystalline solid that is soluble in organic solvents such as acetone, chloroform, and dimethylformamide. It has a melting point of approximately 244-246°C and a boiling point of around 410°C. The compound is also known for its strong yellow fluorescence, which makes it useful in various analytical applications. Its chemical structure consists of a benzene ring attached to a carbazole core, with a bromine atom attached to the 3-position of the carbazole ring.

Synthesis Methods

The synthesis of 3-Bromo-9-Phenylcarbazole can be achieved through various methods, including the bromination of 9-phenylcarbazole and the bromination of 3-bromo-9-phenylcarbazole derivatives. One common method involves the reaction of 9-phenylcarbazole with bromine in the presence of a catalyst, such as iron or aluminum chloride. Another approach is the use of electrophilic aromatic substitution reactions, where bromine is introduced into the benzene ring of 9-phenylcarbazole. These methods require careful control of reaction conditions to ensure the desired product is obtained.

Applications

3-Bromo-9-Phenylcarbazole finds applications in various fields, including organic synthesis, materials science, and analytical chemistry. In organic synthesis, it serves as a valuable intermediate for the preparation of substituted carbazoles and other complex organic molecules. In materials science, it is used in the development of organic electronic devices, such as organic light-emitting diodes (OLEDs) and organic solar cells. Additionally, its strong fluorescence makes it useful in analytical techniques like fluorescence spectroscopy and flow cytometry.

Safety Considerations

As with any chemical compound, safety is a crucial aspect when handling 3-Bromo-9-Phenylcarbazole. The compound is considered hazardous due to its potential to cause skin and eye irritation, as well as respiratory problems. It is essential to wear appropriate personal protective equipment, such as gloves, goggles, and lab coats, when working with this compound. Proper ventilation and adherence to safety protocols are also necessary to minimize the risk of exposure.

Environmental Impact

The environmental impact of 3-Bromo-9-Phenylcarbazole is a subject of concern. The compound is persistent in the environment and can accumulate in organisms, potentially leading to ecological toxicity. Its disposal requires careful consideration to prevent contamination of soil and water sources. Researchers and manufacturers are encouraged to explore environmentally friendly alternatives and to implement sustainable practices in the production and use of this compound.

Conclusion

In conclusion, 3-Bromo-9-Phenylcarbazole (CAS 1153-85-1) is a versatile compound with a wide range of applications in organic chemistry and materials science. This guide has provided an overview of its physical and chemical properties, synthesis methods, applications, safety considerations, and environmental impact. By understanding these aspects, researchers, chemists, and other professionals can make informed decisions regarding the use and handling of this compound, contributing to the advancement of scientific knowledge and technological innovation.

Keywords: 3-Bromo-9-Phenylcarbazole, CAS 1153-85-1, organic synthesis, materials science, analytical chemistry, safety, environmental impact

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