N-(2-Ethoxyphenyl)-N'-(4-ethylphenyl)-ethlyene diamide
[CAS# 23949-66-8]

Identification

• Classification: Catalysts and additives >> UV absorber
• Name: N-(2-Ethoxyphenyl)-N'-(4-ethylphenyl)-ethlyene diamide
• Synonyms: N-(2-Ethoxyphenyl)-N'-(2-ethylphenyl)oxamide
• Molecular Formula: C₁₈H₂₀N₂O₃
• Molecular Weight: 312.37
• CAS Registry Number: 23949-66-8
• EC Number: 245-950-9
• SMILES: CCC1=CC=CC=C1NC(=O)C(=O)NC2=CC=CC=C2OCC

Properties

• Density: 1.2±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.623, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H319-H335
• Safety Statements: P280-P305+P351+P338

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Chronic hazardous to the aquatic environment	Aquatic Chronic	4	H413

Discovery and Applications

N-(2-Ethoxyphenyl)-N'-(4-ethylphenyl)-ethylenediamide is an organic compound that belongs to the class of aromatic diamides. It consists of an ethylenediamide backbone with two phenyl groups, one containing an ethoxy group at the 2-position of the ring and the other having an ethyl group at the 4-position. This molecular structure, characterized by two distinct aromatic rings attached to a central ethylenediamide unit, imparts unique physical and chemical properties to the compound, making it valuable for a variety of applications in both chemical synthesis and material science.

The discovery of N-(2-ethoxyphenyl)-N'-(4-ethylphenyl)-ethylenediamide arose from the continued investigation of substituted aromatic diamides, compounds known for their utility in organic chemistry. The incorporation of an ethoxy group on one aromatic ring and an ethyl group on the other provides an intriguing set of substituent effects that influence the compound's solubility, reactivity, and molecular interactions. These properties have made it an important intermediate in the development of novel materials and functionalized compounds.

One of the major applications of N-(2-ethoxyphenyl)-N'-(4-ethylphenyl)-ethylenediamide is in the field of organic electronics, particularly in the development of organic semiconductors. The presence of the ethyl and ethoxy substituents in the aromatic rings affects the electron-donating and electron-withdrawing properties of the molecule, which plays a role in its ability to transport charge when incorporated into organic devices. The compound has been studied for its potential use in organic light-emitting diodes (OLEDs), organic solar cells, and organic field-effect transistors (OFETs), all of which are important components in the rapidly growing field of flexible and low-cost electronics.

Another area of interest for N-(2-ethoxyphenyl)-N'-(4-ethylphenyl)-ethylenediamide is in the field of materials science. The unique combination of ethoxy and ethyl substituents in the phenyl rings makes the compound an ideal candidate for the synthesis of functionalized polymers and nanomaterials. By incorporating this diamide into polymer chains, it is possible to create materials with tailored electronic and optical properties. These polymers can be utilized in a variety of applications, including sensors, coatings, and adhesives, where specific interactions with light or other stimuli are required.

In addition to its use in electronic and material applications, N-(2-ethoxyphenyl)-N'-(4-ethylphenyl)-ethylenediamide is also studied for its potential biological activity. Research has suggested that diamide compounds can possess antimicrobial, anticancer, and anti-inflammatory properties due to their ability to interact with biomolecules and cellular structures. The unique structure of N-(2-ethoxyphenyl)-N'-(4-ethylphenyl)-ethylenediamide, with its electron-donating substituents, may enhance its ability to penetrate biological membranes or interact with specific enzymes and receptors, making it a candidate for drug discovery and pharmaceutical research.

Moreover, this compound has also been explored as a ligand in coordination chemistry, where its amide groups can coordinate to metal centers, forming complexes with potential applications in catalysis and other industrial processes. The ability of N-(2-ethoxyphenyl)-N'-(4-ethylphenyl)-ethylenediamide to bind to metal ions and its relatively stable structure have made it a subject of interest for designing new catalytic materials.

In conclusion, N-(2-ethoxyphenyl)-N'-(4-ethylphenyl)-ethylenediamide is a versatile compound with a range of applications in organic electronics, materials science, and biological research. Its unique chemical structure and the effects of the ethoxy and ethyl substituents provide it with properties that make it valuable for a variety of technological and scientific advancements.

References

2018.The Chemical and Products Database, a resource for exposure-relevant data on chemicals in consumer products, Scientific Data, volume 5, Article number: 180125
DOI: 10.1038/sdata.2018.125

ECHAPLASTICS A list from the Plastic Additives Initiative Mapping Exercise by ECHA.
DOI: 10.5281/zenodo.2658139

https://www.epa.gov/chemical-data-reporting