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N-Ethyl-N-hydroxyethylaniline
[CAS# 92-50-2]

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Complete supplier list of N-Ethyl-N-hydroxyethylaniline
Identification
Classification Biochemical >> Amino acids and their derivatives >> Tyrosine derivatives
Name N-Ethyl-N-hydroxyethylaniline
Synonyms 2-(N-Ethylanilino)ethanol
Molecular Structure CAS # 92-50-2, N-Ethyl-N-hydroxyethylaniline, 2-(N-Ethylanilino)ethanol
Molecular Formula C10H15NO
Molecular Weight 165.23
CAS Registry Number 92-50-2
EC Number 202-160-9
SMILES CCN(CCO)C1=CC=CC=C1
Properties
Density 1.02
Melting point 33 ºC
Boiling point 276 ºC
Refractive index 1.5605-1.5625
Flash point 120 ºC
Safety Data
Hazard Symbols symbol symbol symbol   GHS05;GHS06;GHS07 Danger    Details
Hazard Statements H302-H314-H315-H317-H318-H319-H331-H335-H412    Details
Precautionary Statements P260-P261-P264-P264+P265-P270-P271-P272-P273-P280-P301+P317-P301+P330+P331-P302+P352-P302+P361+P354-P304+P340-P305+P351+P338-P305+P354+P338-P316-P317-P319-P321-P330-P332+P317-P333+P317-P337+P317-P362+P364-P363-P403+P233-P405-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Acute toxicityAcute Tox.4H302
Serious eye damageEye Dam.1H318
Skin sensitizationSkin Sens.1H317
Acute toxicityAcute Tox.3H331
Skin irritationSkin Irrit.2H315
Eye irritationEye Irrit.2H319
Specific target organ toxicity - single exposureSTOT SE3H335
Skin corrosionSkin Corr.1BH314
Chronic hazardous to the aquatic environmentAquatic Chronic3H412
Acute toxicityAcute Tox.4H332
Acute toxicityAcute Tox.4H312
SDS Available
up Discovory and Applicatios
N-Ethyl-N-hydroxyethylaniline is an organic compound classified as a substituted aniline, featuring an ethyl group and a hydroxyethyl group attached to the nitrogen atom of the aniline structure. This compound has garnered attention for its diverse applications, particularly in the fields of polymer chemistry, coatings, and as a potential intermediate in organic synthesis. The discovery of N-ethyl-N-hydroxyethylaniline is part of the broader exploration of amines and their derivatives, which has been ongoing since the early 20th century.

The synthesis of N-ethyl-N-hydroxyethylaniline typically involves the reaction of N-ethyl aniline with ethylene oxide in the presence of a catalyst. This synthetic route has been refined over the years to enhance yields and minimize by-products, making the compound increasingly accessible for industrial applications. The development of this compound is significant as it showcases the potential of amine derivatives to impart desirable properties to polymers and resins, thereby expanding their applicability across various sectors.

One of the primary applications of N-ethyl-N-hydroxyethylaniline is in the formulation of epoxy resins. Epoxy systems are known for their excellent adhesive properties, mechanical strength, and chemical resistance, making them suitable for a wide range of industrial applications. N-Ethyl-N-hydroxyethylaniline serves as a curing agent or hardener in these systems, facilitating the cross-linking reaction during the curing process. This results in the formation of robust and durable materials, which are particularly valuable in sectors such as construction, automotive, and aerospace.

In addition to its role in epoxy resins, N-ethyl-N-hydroxyethylaniline is used in the production of coatings and sealants. Its ability to improve the adhesion and flexibility of coatings makes it an essential component in formulations designed for protecting surfaces from environmental degradation. The compound's hydroxyethyl group enhances its compatibility with various resins, allowing for the development of coatings that provide superior performance in terms of durability and resistance to wear.

N-Ethyl-N-hydroxyethylaniline also holds potential in the field of organic synthesis as an intermediate in the production of other chemical compounds. Its structure enables it to participate in various chemical reactions, making it a versatile building block for synthesizing more complex organic molecules. This aspect of the compound makes it valuable in pharmaceutical research and development, where such intermediates are often required for producing active pharmaceutical ingredients (APIs).

Despite its numerous applications, it is important to consider the safety and environmental implications of using N-ethyl-N-hydroxyethylaniline. As an aromatic amine, the compound may pose health risks, including skin and respiratory irritation, if not handled properly. Appropriate safety measures, including the use of personal protective equipment and adherence to regulatory guidelines, are crucial when working with this substance. Regulatory agencies emphasize the importance of ensuring safe handling practices to minimize potential health hazards.

In recent years, research has focused on exploring greener and more sustainable synthesis routes for N-ethyl-N-hydroxyethylaniline and other related compounds. The principles of green chemistry aim to reduce the environmental impact associated with chemical synthesis while maintaining the desirable properties of the final products. This ongoing research reflects a broader trend in the chemical industry towards sustainability and environmental responsibility.

In summary, N-Ethyl-N-hydroxyethylaniline is a versatile compound with significant applications in epoxy resins, coatings, and organic synthesis. Its discovery and ongoing development illustrate the advancements in organic chemistry and materials science, with the potential for new applications and improved methodologies enhancing its utility across various industries.
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