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Ethyl 3-oxo-2-phenylazo-butanoate

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Identification
Molecular formula
C12H14N2O3
CAS number
56081-26-6
IUPAC name
ethyl 3-oxo-2-phenylazo-butanoate
State
State

At room temperature, ethyl 3-oxo-2-phenylazo-butanoate is typically in the form of a crystalline solid.

Melting point (Celsius)
85.00
Melting point (Kelvin)
358.00
Boiling point (Celsius)
322.50
Boiling point (Kelvin)
595.50
General information
Molecular weight
220.24g/mol
Molar mass
220.2380g/mol
Density
1.1156g/cm3
Appearence

Ethyl 3-oxo-2-phenylazo-butanoate appears typically as an orange to red solid powder. This color is due to the azo group, which often imparts vivid hues to the compound.

Comment on solubility

Solubility of Ethyl 3-Oxo-2-Phenylazo-Butanoate

Ethyl 3-oxo-2-phenylazo-butanoate is an intriguing compound exhibiting notable solubility characteristics. Generally, the solubility of organic compounds, particularly esters and azo compounds, can be influenced by the following factors:

  • Polarity: This compound possesses polar functional groups, which can improve its solubility in polar solvents such as water and alcohols.
  • Molecular Size: The presence of the bulky phenyl group may hinder its solubility in some solvents due to steric effects, but can also enhance solubility in organic non-polar solvents.
  • Hydrogen Bonding: The ability to form hydrogen bonds with solvent molecules can significantly enhance solubility, particularly in alcohol-based solvents.
  • Temperature: Increased temperatures usually enhance the solubility of most compounds, allowing for better dissolution in a given solvent.

However, it is crucial to note that while ethyl 3-oxo-2-phenylazo-butanoate may show good solubility in certain organic solvents, its solubility in water is likely limited due to its organic nature. As a rule of thumb, “like dissolves like,” so this compound would be more soluble in non-polar solvents compared to polar ones.

In summary, the solubility of ethyl 3-oxo-2-phenylazo-butanoate can be described as moderate to good in organic solvents, with varying degrees of solubility in polar solvents based on specific conditions.

Interesting facts

Interesting Facts about Ethyl 3-oxo-2-phenylazo-butanoate

Ethyl 3-oxo-2-phenylazo-butanoate is a fascinating compound in the realm of organic chemistry, particularly due to its azo functional group and the significant role it plays in various chemical processes. Azo compounds, characterized by the presence of a nitrogen-nitrogen double bond, are known for their vibrant colors and reactivity, making them valuable in the field of dyes and pigments.

Key Highlights:

  • Versatile Reactivity: The azo group in ethyl 3-oxo-2-phenylazo-butanoate allows for numerous chemical reactions, including coupling reactions, which are essential in synthesizing dyestuffs.
  • Synthetic Utility: This compound serves as an intermediate in synthesizing various compounds, showcasing its importance in organic synthesis.
  • Application in Dyes: Due to its structural features, it can be utilized in creating azo dyes, which are widely used in textiles and other industries. The colors from these dyes can be vibrant and long-lasting.
  • Biological Studies: Research suggests that certain azo compounds may have biological activity, making them interesting candidates for pharmacological studies.
  • Environmental Impact: The disposal and environmental presence of azo dyes have raised concerns, prompting research into degradation methods which can mitigate their ecological footprint.

In summary, ethyl 3-oxo-2-phenylazo-butanoate not only exemplifies the fascinating chemistry of azo compounds but also illustrates the importance of synthetic organic chemistry in industrial applications. As students and researchers delve deeper into its properties and potential uses, this compound continues to contribute to advancements in both chemistry and related fields.

Synonyms
5462-33-9
Ethyl 2-(phenylazo)acetoacetate
ethyl 3-oxo-2-phenyldiazenylbutanoate
2-(PHENYLAZO)ACETOACETIC ACID ETHYL ESTER
ACETOACETIC ACID, 2-(PHENYLAZO)-, ETHYL ESTER
NSC-17512
Ethyl 3-oxo-2-(2-phenyldiazenyl)butanoate
Ethyl 2-phenylazoacetoacetate
Phenyl-azo-acetessigester [German]
3-Oxo-2-(phenylazo)butyric acid ethyl ester
Phenyl-azo-acetessigester
EINECS 226-751-6
NSC 17512
BRN 0659093
CBDivE_014146
Butanoic acid, 3-oxo-2-(phenylazo)-, ethyl ester
SCHEMBL8437175
YBKOBYPTHJKDFK-UHFFFAOYSA-N
DTXSID501271598
Q6V388V6X8
NSC17512
AKOS002685243
AKOS024332249
ethyl 2-(phenyldiazenyl)-3-oxobutanoate
DB-260177
NS00044549
Butanoic acid, 3-oxo-2-(2-phenyldiazenyl)-, ethyl ester