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Nitrofurantoin

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Identification
Molecular formula
C8H6N4O5
CAS number
67-20-9
IUPAC name
ethyl 3-(5-nitro-2-furyl)-5-phenyl-isoxazole-4-carboxylate
State
State

At room temperature, Nitrofurantoin typically exists as a solid.

Melting point (Celsius)
299.00
Melting point (Kelvin)
572.15
Boiling point (Celsius)
372.00
Boiling point (Kelvin)
645.15
General information
Molecular weight
238.16g/mol
Molar mass
238.1590g/mol
Density
1.4291g/cm3
Appearence

Nitrofurantoin is a yellow crystalline powder.

Comment on solubility

Solubility of Ethyl 3-(5-nitro-2-furyl)-5-phenyl-isoxazole-4-carboxylate

Ethyl 3-(5-nitro-2-furyl)-5-phenyl-isoxazole-4-carboxylate exhibits intriguing solubility characteristics, which can vary significantly based on environmental conditions and solvent choice. The solubility of this compound can be summarized as follows:

  • Water Solubility: This compound is generally poorly soluble in water, which is a common trait among many isoxazole derivatives due to their relatively hydrophobic nature.
  • Organic Solvents: It demonstrates higher solubility in organic solvents such as ethanol, acetone, and dimethyl sulfoxide (DMSO). This makes it more amenable for use in various organic reactions.
  • Temperature Dependence: The solubility in organic solvents can increase with temperature, making heat a useful factor in dissolving this compound more effectively.
  • Influence of pH: The solubility might also be influenced by the pH of the solution, particularly as the carboxylate group may ionize under basic conditions, potentially enhancing its solubility.

In summary, while ethyl 3-(5-nitro-2-furyl)-5-phenyl-isoxazole-4-carboxylate may struggle to dissolve in water, its solubility in various organic solvents and its behavior under different conditions provide valuable insights for its handling and application in chemical processes. As always, understanding the specific solubility profile is crucial for effective usage in synthesis and experimentation.

Interesting facts

Interesting Facts about Ethyl 3-(5-Nitro-2-furyl)-5-phenyl-isoxazole-4-carboxylate

Ethyl 3-(5-nitro-2-furyl)-5-phenyl-isoxazole-4-carboxylate is a fascinating chemical compound that belongs to the isoxazole family. This compound possesses some intriguing properties and applications that make it significant in various fields of study.

Key Features:

  • Structure: The unique arrangement of the isoxazole ring significantly contributes to its chemical behavior and reactivity.
  • Biological Activity: This compound has been researched for its potential anti-inflammatory and analgesic properties, showcasing its importance in medicinal chemistry.
  • Application in Synthesis: It serves as an intermediate in organic synthesis, illustrating its utility in the development of other chemical compounds.

In addition, ethyl 3-(5-nitro-2-furyl)-5-phenyl-isoxazole-4-carboxylate is representative of compounds that demonstrate the interplay between different functional groups, which can lead to a variety of biological activities. As noted in literature, "The presence of nitro and furan rings can markedly influence the pharmacokinetic properties of compounds." This characteristic is particularly valuable for drug development and design.

Scientists are continually exploring the vast possibilities that such compounds can offer, making them a topic of great interest in both academic and industrial research. Understanding these interactions can pave the way for the discovery of new pharmaceuticals that can combat various health issues.

Synonyms
4-ISOXAZOLECARBOXYLIC ACID, 3-(5-NITRO-2-FURYL)-5-PHENYL-, ETHYL ESTER
17960-19-9
BRN 0628142
3-(5-Nitro-2-furyl)-5-phenyl-4-isoxazolecarboxylic acid ethyl ester
DTXSID30170841