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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
State
State

At room temperature, ethyl 4-(dimethylaminoazo)benzoate is in a solid state, which is typically crystalline and red in appearance. It is stable under normal conditions and does not easily evaporate or melt without the application of significant heat.

Melting point (Celsius)
110.00
Melting point (Kelvin)
383.15
Boiling point (Celsius)
456.00
Boiling point (Kelvin)
729.15
General information
Molecular weight
284.36g/mol
Molar mass
284.3170g/mol
Density
1.1665g/cm3
Appearence

Ethyl 4-(dimethylaminoazo)benzoate is typically a red solid, which is widely used in dyes and pigments due to its vibrant coloration. It can appear crystalline in nature and is often utilized in various chemical applications for its visual properties.

Comment on solubility

Solubility of Ethyl 4-(dimethylaminoazo)benzoate

The solubility of ethyl 4-(dimethylaminoazo)benzoate is an intriguing topic due to its various interactions in different solvent systems. This compound is known for its unique properties that can change based on environmental factors. Here are some key considerations about its solubility:

  • Solvent Compatibility: Ethyl 4-(dimethylaminoazo)benzoate displays varying degrees of solubility in common organic solvents, such as ethanol, methanol, and acetone. Generally, it is more soluble in polar organic solvents.
  • Hydrophobic Characteristics: Due to the presence of hydrophobic aromatic rings, this compound may have limited solubility in water, highlighting the significance of solvent choice.
  • Influence of pH: The solubility can also be influenced by pH levels. In acidic conditions, the compound may protonate, altering its interactiveness in a solution and potentially increasing its solubility.

It is interesting to note that the solubility of chemical compounds like ethyl 4-(dimethylaminoazo)benzoate reflects their versatility and applications in various fields, from dye chemistry to pharmaceuticals. Understanding its solubility can lead to better formulation processes and enhanced performance in desired applications.

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.

Synonyms
21600-51-1
3,3-Dimethyl-1-(4-carbethoxyphenyl)triazene
ethyl 4-(dimethylaminodiazenyl)benzoate
1-(p-Carbethoxyphenyl)-3,3-dimethyltriazine
Ethyl 4-(3,3-dimethyl-1-triazenyl)benzoate
1-(4-Carbethoxyphenyl)-3,3-dimethyltriazene
ethyl 4-[(1E)-3,3-dimethyltriaz-1-en-1-yl]benzoate
AT 2052
MLS000767141
NSC 86445
ETHYLBENZOATE433DIMETHYLTRIAZENYL
1(4-Carbethoxyphenyl)-3,3-dimethyltriazene
Triazene, 1-(p-ethylcarboxyphenyl)-3,3-dimethyl-
1-(p-Carboxyaetylphenyl)-3,3-dimethyltriazen [German]
CHEMBL1331788
Benzoic acid, p-(3,3-dimethyl-1-triazeno)-, ethyl ester
BENZOIC ACID, p-(3-DIMETHYLTRIAZENO)-, ETHYL ESTER
DTXSID40876488
Benzoic acid, 4-(3,3-dimethyl-1-triazenyl)-, ethyl ester
HMS2806O24
NSC86445
NSC-86445
STK038377
AKOS005382918
NCGC00246361-01
SMR000429466
1-(p-Carboxyaetylphenyl)-3,3-dimethyltriazen
1-(p-carboxyethylphenyl)-3,3-dimethyltriazine
Benzoic acid,3-dimethyl-1-triazeno)-, ethyl ester
Benzoic acid,3-dimethyl-1-triazenyl)-, ethyl ester