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Nitrofurantoin

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Identification
Molecular formula
C8H6N4O5
CAS number
67-20-9
IUPAC name
ethyl 2-[3-[(5-nitro-2-furyl)methyleneamino]-2,5-dioxo-imidazolidin-1-yl]acetate
State
State

At room temperature, Nitrofurantoin is in a solid state. It is typically used in crystalline powder form for medical applications.

Melting point (Celsius)
269.00
Melting point (Kelvin)
542.00
Boiling point (Celsius)
376.70
Boiling point (Kelvin)
649.90
General information
Molecular weight
238.21g/mol
Molar mass
238.2080g/mol
Density
1.6800g/cm3
Appearence

Nitrofurantoin appears as a yellow to amber solid crystalline powder, characterized by its vibrant coloration and crystalline structure.

Comment on solubility

Solubility of Ethyl 2-[3-[(5-nitro-2-furyl)methyleneamino]-2,5-dioxo-imidazolidin-1-yl]acetate

The solubility of ethyl 2-[3-[(5-nitro-2-furyl)methyleneamino]-2,5-dioxo-imidazolidin-1-yl]acetate can be characterized based on its molecular structure and functional groups. Generally, the solubility of this compound can be influenced by the following factors:

  • Polarity: The presence of polar functional groups such as the imidazolidinone moiety and the acetate group can enhance the solubility in polar solvents, particularly water.
  • Hydrogen Bonding: The capability of the compound to form hydrogen bonds can significantly affect its solubility. The imidazolidinone nitrogen and potential -OH or -NH residues could interact with solvent molecules, improving solubility.
  • Molecular Weight: With a considerable molecular weight, solubility in non-polar solvents may be lower, while in polar solvents, it might be more favorable.
  • Temperature: Solubility generally increases with temperature; hence, heating the solution might allow this compound to dissolve more readily.

In summary, while predicting the exact solubility behavior of ethyl 2-[3-[(5-nitro-2-furyl)methyleneamino]-2,5-dioxo-imidazolidin-1-yl]acetate requires extensive experimental data, it is likely to be soluble in polar solvents particularly due to its functional groups and hydrogen bonding potential.

Interesting facts

Interesting Facts about Ethyl 2-[3-[(5-nitro-2-furyl)methyleneamino]-2,5-dioxo-imidazolidin-1-yl]acetate

Ethyl 2-[3-[(5-nitro-2-furyl)methyleneamino]-2,5-dioxo-imidazolidin-1-yl]acetate is a fascinating compound in the field of organic chemistry, particularly due to its notable structural features and potential applications. Here are some key points to consider:

  • Diverse Functional Groups: This compound includes multiple functional groups such as imidazolidinones and nitro-activated systems, which contribute to its reactivity and interaction with biological systems.
  • Pharmaceutical Potential: Compounds that incorporate furyl and imidazolidinone scaffolds have been studied for their medicinal properties. In particular, derivatives of these structures have demonstrated anti-inflammatory and antimicrobial activities.
  • Versatile Synthesis: The synthetic pathways leading to compounds like this one can involve multiple steps, often utilizing electrophilic aromatic substitution or condensation reactions, showcasing the vibrant chemistry underlying compound formation.
  • Applications in Organic Synthesis: The unique structure of this compound may also serve as a building block for synthesizing more complex molecules, highlighting its importance in synthetic organic chemistry.
  • Exploration in Coordination Chemistry: Compounds that contain nitro and imidazolidinone functionalities are being researched for their potential to form coordination complexes with transition metals, which could open doors to catalytic applications.

As a chemist or student, exploring the properties and applications of ethyl 2-[3-[(5-nitro-2-furyl)methyleneamino]-2,5-dioxo-imidazolidin-1-yl]acetate can lead to a deeper understanding of how small structural variations can significantly influence biological activity and chemical behavior. The exploration of such compounds is instrumental in the quest for new therapeutic agents.