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Nitrofurantoin

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Identification
Molecular formula
C8H6N4O5
CAS number
67-20-9
IUPAC name
2-hydroxy-3,5-dinitro-N-[(5-nitro-2-furyl)methyleneamino]benzamide
State
State

At room temperature, Nitrofurantoin is in a solid state. It is typically found as a finely divided powder and is stable under normal conditions. It has limited solubility in water and is slightly soluble in alcohols.

Melting point (Celsius)
259.00
Melting point (Kelvin)
532.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
238.16g/mol
Molar mass
238.1570g/mol
Density
1.6840g/cm3
Appearence

Nitrofurantoin appears as a bright yellow, crystalline, or microcrystalline powder. It is visually distinctive due to its vibrant color, which is common among nitro-substituted aromatic compounds.

Comment on solubility

Solubility of 2-hydroxy-3,5-dinitro-N-[(5-nitro-2-furyl)methyleneamino]benzamide

The solubility of 2-hydroxy-3,5-dinitro-N-[(5-nitro-2-furyl)methyleneamino]benzamide can be characterized as limited in various solvents. Understanding its solubility profile is essential for applications in chemical reactions and pharmaceutical formulations. Here are some key points regarding its solubility:

  • Water Solubility: This compound exhibits poor solubility in water, which is typical for many nitro-substituted aromatic compounds.
  • Organic Solvents: It tends to dissolve better in organic solvents such as ethanol and dimethyl sulfoxide (DMSO) due to its hydrophobic properties.
  • pH Sensitivity: The presence of acidic and basic functional groups may influence its solubility depending on the pH of the solvent, with increased solubility expected in more alkaline environments.

As a result, the solubility characteristics of this compound are largely governed by its molecular structure, presenting challenges for processing in aqueous environments. It’s vital to consider these solubility aspects when planning for synthesis or applications in research and industry.

Interesting facts

Interesting Facts About 2-Hydroxy-3,5-Dinitro-N-[(5-Nitro-2-Furyl)methyleneamino]Benzamide

2-Hydroxy-3,5-dinitro-N-[(5-nitro-2-furyl)methyleneamino]benzamide is a fascinating compound, especially within the realms of organic synthesis and pharmaceutical chemistry. Here are some intriguing details about this compound:

  • Complex Structure: The molecular architecture of this compound showcases a combination of benzamide along with multiple nitro and hydroxyl groups, which introduce both functionality and potential reactivity. This complexity is attractive for researchers looking to develop novel compounds with specific properties.
  • Potential Applications: Compounds of this nature have been studied for their pharmacological activities. The combination of the nitro and hydroxyl groups could be significant in the design of molecules with antibacterial or anticancer potential.
  • Importance of the Furyl Group: The presence of the 5-nitro-2-furyl moiety adds aromatic stability and could affect the compound's biological activity and interaction with biological targets due to its unique electronic characteristics.
  • Synthesis Challenges: The synthesis of such complex compounds often involves various challenging steps, including selective nitration and condensation reactions. This makes it a subject of interest for synthetic chemists who enjoy troubleshooting in the lab.
  • Environmental Considerations: As a compound containing multiple nitro groups, understanding its environmental impact and degradation pathways is crucial, especially when considering its use in agricultural or pharmaceutical applications.

In summary, 2-hydroxy-3,5-dinitro-N-[(5-nitro-2-furyl)methyleneamino]benzamide stands out not just due to its intricate structure, but also for its potential implications in medicine and organic chemistry. Such compounds illustrate the beauty of chemical diversity and the ever-evolving nature of scientific inquiry.

Synonyms
2-hydroxy-3,5-dinitro-N'-((5-nitrofuran-2-yl)methylene)benzohydrazide
Salfuride
C12H7N5O9
2-hydroxy-3,5-dinitro-N-[(E)-(5-nitrofuran-2-yl)methylideneamino]benzamide
SCHEMBL28267380
DTXSID50860191
2-hydroxy-3,5-dinitro-N'-[(5-nitrofuran-2-yl)methylidene]benzohydrazide
2-hydroxy-3,5-dinitro-N-[(5-nitrofuran-2-yl)methylideneamino]benzamide
AKOS030245853
DB-043780
3,5-Dinitrosalicylic acid N'-(5-nitrofurfurylidene) hydrazide