Ethyl 4-(dimethylamino)azobenzene-4'-carboxylate

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Identification

Molecular formula
C17H19N3O2
CAS Number
5680-70-8
IUPAC Name
ethyl 4-(dimethylaminoazo)benzoate
Molecular Weight
284.36g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.1665g/cm3
Synonyms
21600-51-1
Interesting facts

Interesting Facts about Ethyl 4-(Dimethylaminoazo)benzoate

Ethyl 4-(dimethylaminoazo)benzoate is a fascinating compound that occupies a significant role in the field of organic chemistry, particularly in the study of azo compounds. These compounds are characterized by the presence of the azo group (–N=N–), which imparts unique chemical properties and colors.

Chemical Significance

  • Azo Class: A key member of the azo dye family, ethyl 4-(dimethylaminoazo)benzoate is valued for its vivid coloration, making it essential in textile and coloring applications.
  • Synthesis: Typically synthesized through diazotization and coupling reactions, this compound demonstrates the fascinating interplay of functional groups and reaction mechanisms.
  • Reactivity: The presence of the dimethylamino group enhances its nucleophilicity, which can lead to interesting substitution reactions, expanding its utility in chemical synthesis.

Applications

This compound is more than just a colorful molecule; it also has practical applications that make it particularly interesting:

  • Dyes: It is widely utilized in the production of various dyes for textiles, plastics, and other materials.
  • Biological Activity: Compounds similar to ethyl 4-(dimethylaminoazo)benzoate have been studied for their potential biological activities, including antimicrobial and antitumor properties.
  • Research: It serves as a model compound in studies exploring the mechanism of azo compound behavior under various conditions.

Fun Fact

A highlight of working with azo dyes is their ability to change color based on pH. This attribute not only makes them visually fascinating but also useful in creating pH indicators.

Overall, ethyl 4-(dimethylaminoazo)benzoate embodies the intricate beauty of organic chemistry, where such compounds reveal stories of synthesis, structure, and application, inviting deeper exploration and appreciation.

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