The Must-Know Facts About 5-Amino-2-Fluorobenzonitrile (CAS 53312-81-5) for Researchers and Chemists

Abstract

This article provides an in-depth overview of the essential facts about 5-Amino-2-Fluorobenzonitrile (CAS 53312-81-5), a compound of significant interest to researchers and chemists. It covers its chemical properties, synthesis methods, applications in organic synthesis, safety considerations, and regulatory information, offering a comprehensive guide for those working with this compound.

Introduction to 5-Amino-2-Fluorobenzonitrile (CAS 53312-81-5)

5-Amino-2-Fluorobenzonitrile, with the chemical formula C6H4FNCNH2, is a versatile organic compound that has gained considerable attention in the field of organic chemistry. Its unique structure and properties make it a valuable tool for researchers and chemists in various applications. This article aims to provide a detailed insight into the must-know facts about this compound, including its synthesis, properties, uses, and safety guidelines.

Chemical Properties of 5-Amino-2-Fluorobenzonitrile

5-Amino-2-Fluorobenzonitrile is a white to off-white crystalline solid that is soluble in organic solvents such as dimethylformamide (DMF) and acetonitrile. It has a melting point of approximately 165-167°C and a boiling point of around 318°C. The compound is characterized by its nitrile group (-CN) and amino group (-NH2), which contribute to its reactivity and versatility in organic synthesis.

The presence of the amino group makes it a potential precursor for the synthesis of various amines, while the nitrile group can be used for the formation of amides, esters, and other nitrile-containing compounds. The fluorine atom attached to the benzene ring can also influence the compound's reactivity and solubility properties.

Synthesis Methods of 5-Amino-2-Fluorobenzonitrile

The synthesis of 5-Amino-2-Fluorobenzonitrile can be achieved through several methods, including the reaction of 2-fluorobenzonitrile with an appropriate amino compound. One common synthesis involves the reaction of 2-fluorobenzonitrile with anhydrous ammonia or an amino alcohol in the presence of a catalyst. This method yields the desired compound in good yield and purity.

Another approach is the use of electrophilic aromatic substitution reactions, where 2-fluorobenzonitrile is treated with an electrophile that introduces the amino group onto the benzene ring. This method requires careful control of reaction conditions to ensure the desired substitution pattern and to avoid over-substitution.

Applications in Organic Synthesis

5-Amino-2-Fluorobenzonitrile finds extensive use in organic synthesis due to its ability to participate in various chemical transformations. It is commonly employed in the synthesis of heterocyclic compounds, such as pyrimidines and purines, which are important building blocks for pharmaceuticals and agrochemicals.

The compound can also be used in the synthesis of amino acids and their derivatives, which are crucial in the production of peptides and proteins. Additionally, 5-Amino-2-Fluorobenzonitrile serves as a precursor for the synthesis of dyes, pigments, and other organic dyes.

Safety Considerations

Handling 5-Amino-2-Fluorobenzonitrile requires caution due to its potential toxicity. The compound is irritant to the skin, eyes, and respiratory system. It is essential to wear appropriate personal protective equipment, such as gloves, goggles, and a lab coat, when working with this compound.

In case of accidental exposure, immediate first aid measures should be taken, including washing the affected area with plenty of water and seeking medical attention if necessary. It is also crucial to ensure proper ventilation in the laboratory to prevent the accumulation of vapors.

Regulatory Information

5-Amino-2-Fluorobenzonitrile is subject to regulatory control in many countries. Researchers and chemists must comply with the relevant regulations, including the reporting of its use, storage, and disposal. It is essential to consult the Material Safety Data Sheet (MSDS) for detailed information on the compound's handling and safety.

The compound is classified as hazardous under various regulations, and its transportation and storage must adhere to the guidelines set forth by regulatory agencies. Compliance with these regulations is crucial to ensure the safety of laboratory personnel and the environment.

Conclusion

In conclusion, 5-Amino-2-Fluorobenzonitrile (CAS 53312-81-5) is a valuable compound in the arsenal of researchers and chemists. Its unique chemical properties, synthesis methods, and applications in organic synthesis make it an essential tool in the laboratory. Understanding the safety considerations and regulatory information associated with this compound is crucial for its proper handling and use. By adhering to the guidelines outlined in this article, researchers and chemists can safely and effectively utilize 5-Amino-2-Fluorobenzonitrile in their work.

Keywords: 5-Amino-2-Fluorobenzonitrile, CAS 53312-81-5, organic synthesis, chemical properties, synthesis methods, safety considerations, regulatory information.