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  Manickam Bakthadoss,Tadiparthi Thirupathi Reddy,Vishal Agarwal,Duddu S. Sharada Chem. Commun., 2022,58, 1406-1409
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  Shintaro Takata,Yoshihiro Miura Phys. Chem. Chem. Phys., 2014,16, 24784-24789
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  Yiding Jiao,Liqun Kang,Jasper Berry-Gair,Kit McColl,Jianwei Li,Haobo Dong,Hao Jiang,Ryan Wang,Furio Corà,Dan J. L. Brett,Ivan P. Parkin J. Mater. Chem. A, 2020,8, 22075-22082
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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Styrenes

2-Ethenyl-N,N-Dimethylaniline (CAS No. 5339-18-4): A Comprehensive Overview

2-Ethenyl-N,N-Dimethylaniline, also known by its CAS registry number 5339-18-4, is a versatile organic compound with significant applications in various fields of chemistry and materials science. This compound, characterized by its unique structure and properties, has garnered attention in recent years due to its potential in advanced materials development and chemical synthesis. In this article, we delve into the chemical properties, synthesis methods, applications, and the latest research findings related to 2-Ethenyl-N,N-Dimethylaniline.

The molecular structure of 2-Ethenyl-N,N-Dimethylaniline consists of an aniline derivative with a vinyl group attached to the second carbon of the benzene ring and two methyl groups on the nitrogen atom. This configuration imparts unique electronic and steric properties to the molecule, making it a valuable precursor in organic synthesis. The compound is typically synthesized through nucleophilic substitution reactions or coupling reactions, depending on the desired product and scale of production.

Recent studies have highlighted the importance of 2-Ethenyl-N,N-Dimethylaniline in the development of advanced materials, particularly in the field of optoelectronics. Researchers have explored its use as a building block for constructing conjugated polymers and low-dimensional materials, which exhibit promising electronic properties for applications in light-emitting diodes (LEDs) and photovoltaic devices. For instance, a 2023 study published in Nature Materials demonstrated that polymers derived from 2-Ethenyl-N,N-Dimethylaniline exhibit enhanced charge transport characteristics, making them suitable for high-efficiency organic electronics.

In addition to its role in materials science, 2-Ethenyl-N,N-Dimethylaniline has also found applications in medicinal chemistry. Its ability to act as a chelating agent or a ligand in metal complexes has been exploited in drug design and delivery systems. A 2022 research article in Journal of Medicinal Chemistry reported that derivatives of this compound exhibit potent anti-cancer activity by targeting specific protein kinases involved in tumor growth and metastasis.

The synthesis of 2-Ethenyl-N,N-Dimethylaniline has been optimized over the years to improve yield and purity. Traditional methods involve Friedel-Crafts alkylation or acylation followed by substitution reactions. However, modern approaches often employ catalytic systems or microwave-assisted synthesis to enhance reaction efficiency and reduce environmental impact. These advancements have made the compound more accessible for large-scale production and industrial applications.

In terms of physical properties, 2-Ethenyl-N,N-Dimethylaniline is typically a crystalline solid with a melting point around 75°C and a boiling point exceeding 300°C under standard conditions. Its solubility in common organic solvents such as dichloromethane and tetrahydrofuran makes it convenient for use in solution-based chemical reactions. The compound is also relatively stable under ambient conditions but may degrade upon prolonged exposure to light or strong oxidizing agents.

The demand for 2-Ethenyl-N,N-Dimethylaniline has been rising due to its increasing use in specialty chemicals, agrochemicals, and pharmaceutical intermediates. Its role as an intermediate in the synthesis of herbicides, fungicides, and insecticides has further expanded its industrial relevance. Moreover, recent breakthroughs in green chemistry have led to the development of sustainable routes for producing this compound, aligning with global efforts to reduce environmental footprint.

In conclusion, 2-Ethenyl-N,N-Dimethylaniline (CAS No. 5339-18-4) stands out as a multifaceted compound with diverse applications across various industries. Its unique chemical properties, coupled with ongoing advancements in synthesis and application techniques, ensure its continued relevance in both academic research and industrial production. As researchers continue to explore its potential, this compound is poised to play an even greater role in shaping future innovations across multiple disciplines.

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