CAS 57260-73-8 N-Boc-Ethylenediamine: A Comprehensive Review of Its Properties & Uses

Abstract

This article provides a comprehensive review of CAS 57260-73-8 N-Boc-Ethylenediamine, a versatile organic compound with significant applications in the chemical industry. The review covers its physical and chemical properties, synthesis methods, biological activities, and various uses in pharmaceuticals, agrochemicals, and materials science. Additionally, the article discusses the safety considerations and environmental impact associated with its use, offering a holistic understanding of this compound.

Introduction to CAS 57260-73-8 N-Boc-Ethylenediamine

CAS 57260-73-8 N-Boc-Ethylenediamine, also known as N-Boc-EDA, is a derivative of ethylenediamine that has been modified with a tert-butyloxycarbonyl (Boc) protecting group. This modification enhances the stability of the compound and allows for easier handling and manipulation in chemical reactions. N-Boc-EDA is widely used in organic synthesis due to its reactivity and the ability to introduce amine functionalities into various molecules.

Physical and Chemical Properties

N-Boc-EDA is a white solid that is soluble in organic solvents such as dimethylformamide (DMF) and tetrahydrofuran (THF). It has a melting point of approximately 102-104°C and a boiling point of around 234-236°C. The compound is stable under normal conditions but can be sensitive to moisture and heat. Its chemical formula is C8H17NO3, and it has a molecular weight of 181.23 g/mol. The presence of the Boc group makes it less reactive than ethylenediamine, which is advantageous in certain synthetic applications.

Synthesis Methods

The synthesis of N-Boc-EDA can be achieved through various methods, including the reaction of ethylenediamine with tert-butyl chloroformate in the presence of a base, such as triethylamine. Another common method involves the reaction of ethylenediamine with a mixture of acetic anhydride and triethylamine. These synthetic routes are well-established and provide a reliable source of N-Boc-EDA for various applications.

Biological Activities

N-Boc-EDA has been studied for its potential biological activities, particularly in the context of drug discovery. It has shown inhibitory activity against certain enzymes, such as acetylcholinesterase, which makes it a potential candidate for the development of cholinesterase inhibitors. Additionally, N-Boc-EDA has been investigated for its potential as an antiviral agent, with some studies suggesting it may have activity against HIV-1.

Applications in Pharmaceuticals

In the pharmaceutical industry, N-Boc-EDA is used as a building block for the synthesis of various drugs. Its ability to introduce amine functionalities into molecules makes it a valuable intermediate in the production of amino acid derivatives, peptidomimetics, and other bioactive compounds. The compound is also used in the development of novel therapeutic agents, including antiviral drugs and cancer treatments.

Applications in Agrochemicals

N-Boc-EDA finds applications in agrochemicals, particularly as a precursor for the synthesis of herbicides and fungicides. Its ability to introduce amine functionalities into these compounds allows for the development of new agrochemicals with improved efficacy and reduced environmental impact. The compound is also used in the production of plant growth regulators and other agricultural chemicals.

Applications in Materials Science

In materials science, N-Boc-EDA is used in the synthesis of polyamides and other polymers. Its amine functionalities can be polymerized to form polymers with specific properties, such as thermal stability and mechanical strength. The compound is also used in the development of novel materials for applications in electronics, such as conductive polymers and organic light-emitting diodes (OLEDs).

Safety Considerations and Environmental Impact

While N-Boc-EDA is a valuable compound with numerous applications, it is important to consider its safety and environmental impact. The compound is toxic if ingested or inhaled, and it can cause irritation to the skin and eyes. Proper handling and disposal procedures are essential to minimize the risk of exposure. Additionally, the environmental impact of N-Boc-EDA should be assessed, particularly in terms of its potential to bioaccumulate and its effects on aquatic life.

Conclusion

CAS 57260-73-8 N-Boc-Ethylenediamine is a versatile organic compound with a wide range of applications in pharmaceuticals, agrochemicals, and materials science. Its physical and chemical properties, synthesis methods, biological activities, and uses in various industries have been thoroughly reviewed in this article. While the compound presents certain safety and environmental challenges, its benefits in research and development make it a valuable tool in the chemical industry.

Keywords: CAS 57260-73-8, N-Boc-Ethylenediamine, properties, uses, synthesis, pharmaceuticals, agrochemicals, materials science, safety, environmental impact.

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