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Ethyl 2-(2-benzoyl-4-chloroanilino)acetate

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Identification
Molecular formula
C17H16ClNO3
CAS number
65405-70-1
IUPAC name
ethyl 2-(2-benzoyl-4-chloro-anilino)acetate
State
State

At room temperature, ethyl 2-(2-benzoyl-4-chloroanilino)acetate exists as a solid due to its crystalline structure and relatively high melting point. It is chemically stable under normal environments and does not sublimate easily.

Melting point (Celsius)
186.50
Melting point (Kelvin)
459.65
Boiling point (Celsius)
483.90
Boiling point (Kelvin)
757.05
General information
Molecular weight
333.78g/mol
Molar mass
333.7830g/mol
Density
1.2990g/cm3
Appearence

Ethyl 2-(2-benzoyl-4-chloroanilino)acetate is typically a white to slightly yellow crystalline solid. The substance is not notably hygroscopic and has a smooth texture, similar to other organic esters. This compound's crystals can be seen with a clear geometry under magnification.

Comment on solubility

Solubility of Ethyl 2-(2-benzoyl-4-chloro-anilino)acetate

The solubility of ethyl 2-(2-benzoyl-4-chloro-anilino)acetate (C17H16ClNO3) is an intriguing aspect of this compound, influenced by its unique molecular structure. Understanding its solubility profile is crucial for applications in various chemical processes.

Here are some key points regarding its solubility:

  • Polarity: Ethyl 2-(2-benzoyl-4-chloro-anilino)acetate contains both hydrophobic (aromatic) and hydrophilic (carboxylate) regions, leading to moderate solubility in polar solvents.
  • Solvent Types: This compound is generally more soluble in:
    • Organic solvents: Such as ethanol, methanol, and acetone.
    • Chloroform: Due to its aromatic structure, which can enhance interactions.
  • Water Compatibility: Its solubility in water is likely to be limited, given the inclusion of the bulky benzoyl group and chlorine atom, which may hinder hydrogen bonding.

In summary, ethyl 2-(2-benzoyl-4-chloro-anilino)acetate demonstrates selective solubility, showing better dissolution in nonpolar to moderately polar solvents while exhibiting limited solubility in water. This characteristic is vital for its applications in synthesis and formulation processes.

Interesting facts

Interesting Facts about Ethyl 2-(2-benzoyl-4-chloro-anilino)acetate

Ethyl 2-(2-benzoyl-4-chloro-anilino)acetate is an intriguing compound that showcases the fascinating realm of organic chemistry. Below are some compelling points about this compound that underscore its significance:

  • Unique Structure: The compound is characterized by a complex molecular structure that includes an ethyl acetate moiety and a chlorinated aniline derivative, contributing to various chemical properties and reactivity.
  • Role in Synthesis: As a building block in pharmaceutical chemistry, this compound can be utilized in the synthesis of medicinal agents, highlighting its importance in drug development.
  • Chlorine Substitution: The presence of chlorine in the structure increases the lipophilicity of the molecule, which can enhance its biological activity and solubility in certain organic solvents.
  • Use in Dyes: This compound can also serve as an intermediate in the production of dyes and pigments, demonstrating its versatility within organic synthesis.
  • Research Potential: Ongoing research into the potential applications of this compound in various biochemical pathways may reveal novel therapeutic properties, making it a subject of interest in medicinal chemistry.

It has been noted in literature that compounds with similar structures often exhibit remarkable activities. As one researcher aptly stated, "The efficacy of a compound often lies hidden in its unique arrangement of atoms." With increasing interest in the intersection of chemistry and biology, studying compounds like ethyl 2-(2-benzoyl-4-chloro-anilino)acetate opens up new avenues for exploration.


Synonyms
BRN 2156759
GLYCINE, N-(2-BENZOYL-4-CHLOROPHENYL)-, ETHYL ESTER
N-(2-Benzoyl-4-chlorophenyl)glycine ethyl ester
10456-86-7
DTXSID20146555
DTXCID0069046
SCHEMBL11771339