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N-Benzyl-N-ethylaniline
[CAS# 92-59-1]

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Complete supplier list of N-Benzyl-N-ethylaniline
Identification
Classification Organic raw materials >> Aryl compounds >> Anilines
Name N-Benzyl-N-ethylaniline
Synonyms N-Ethyl-N-phenylbenzylamine
Molecular Structure CAS # 92-59-1, N-Benzyl-N-ethylaniline, N-Ethyl-N-phenylbenzylamine
Molecular Formula C15H17N
Molecular Weight 211.31
CAS Registry Number 92-59-1
EC Number 202-169-8
SMILES CCN(CC1=CC=CC=C1)C2=CC=CC=C2
Properties
Density 1.02
Melting point 34-36 ºC
Boiling point 285 ºC
Refractive index 1.594-1.596
Water solubility <0.1 g/100 mL at 22 ºC
Safety Data
Hazard Symbols symbol   GHS07 Warning    Details
Hazard Statements H302-H312    Details
Precautionary Statements P264-P270-P280-P301+P317-P302+P352-P317-P321-P330-P362+P364-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Acute toxicityAcute Tox.4H302
Acute toxicityAcute Tox.4H312
Acute toxicityAcute Tox.3H311
Germ cell mutagenicityMuta.2H341
Acute toxicityAcute Tox.4H332
Acute toxicityAcute Tox.3H301
Chronic hazardous to the aquatic environmentAquatic Chronic3H412
Skin irritationSkin Irrit.2H315
Transport Information UN 2274
SDS Available
up Discovory and Applicatios
N-Benzyl-N-ethylaniline is an organic compound that belongs to the family of tertiary amines, characterized by a benzyl group and an ethyl group attached to the nitrogen atom of an aniline structure. This compound is notable for its applications in various industrial sectors, particularly in the production of dyes, pharmaceuticals, and as an intermediate in organic synthesis. The discovery of N-benzyl-N-ethylaniline is part of the extensive research on substituted anilines, which has been ongoing since the late 19th century when aniline derivatives began to be explored for their chemical and biological properties.

The synthesis of N-benzyl-N-ethylaniline typically involves a straightforward process that can be achieved through the alkylation of aniline with benzyl chloride and ethylamine. This method allows for the formation of the desired tertiary amine while maintaining high yields and purity. The efficient synthesis of this compound has facilitated its incorporation into various applications, thereby expanding its utility in both academic and industrial settings.

One of the primary applications of N-benzyl-N-ethylaniline lies in the dye industry. This compound serves as a precursor for the synthesis of various azo dyes, which are widely used in textiles, inks, and plastics. Azo dyes are known for their vivid colors and excellent stability, making them ideal for use in consumer products. The ability of N-benzyl-N-ethylaniline to form diazonium salts enhances its reactivity in dye synthesis, leading to the development of a range of colorful and diverse dye formulations.

In addition to its role in dye production, N-benzyl-N-ethylaniline is utilized in the pharmaceutical industry as an intermediate in the synthesis of active pharmaceutical ingredients (APIs). The compound's structure enables it to participate in various chemical reactions, allowing for the creation of complex molecules with potential therapeutic applications. Researchers have explored its use in developing drugs for a range of conditions, including analgesics and antihistamines. Its ability to serve as a versatile building block in medicinal chemistry highlights its significance in drug discovery and development.

Another important application of N-benzyl-N-ethylaniline is in the formulation of polymer systems. The compound can function as a stabilizer or modifier in plastics and resins, improving their mechanical properties and resistance to degradation. Its incorporation into polymer matrices has been shown to enhance the thermal stability and overall durability of the final products, making them suitable for use in demanding environments, such as automotive and aerospace applications.

Safety considerations are paramount when handling N-benzyl-N-ethylaniline, as it is classified as an irritant. Prolonged exposure can lead to skin and respiratory irritation, necessitating the implementation of appropriate safety measures in industrial settings. This includes the use of personal protective equipment and adherence to regulatory guidelines to ensure safe handling practices.

Research into N-benzyl-N-ethylaniline continues to evolve, with ongoing studies focusing on its potential applications in green chemistry. The principles of green chemistry aim to minimize environmental impact while maximizing efficiency in chemical synthesis. Innovations in synthesis routes and applications for this compound could lead to more sustainable practices in its production and use.

In conclusion, N-Benzyl-N-ethylaniline is a versatile compound with significant applications in dye production, pharmaceuticals, and polymer chemistry. Its discovery and continued development underscore the advancements in organic chemistry and materials science, offering opportunities for new applications and improved methodologies across various industries.
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