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Nitrofurantoin

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Identification
Molecular formula
C8H6N4O5S
CAS number
67-20-9
IUPAC name
N-[2-(ethoxymethyl)-3-(5-nitro-2-furyl)prop-2-enylidene]-1-methylsulfanyl-methanehydrazonothioic acid
State
State

At room temperature, nitrofurantoin is typically observed as a solid, specifically in crystalline powder form. Its macrocrystalline form is commonly used in pharmaceutical preparations.

Melting point (Celsius)
254.00
Melting point (Kelvin)
527.00
Boiling point (Celsius)
259.90
Boiling point (Kelvin)
533.05
General information
Molecular weight
238.26g/mol
Molar mass
296.3100g/mol
Density
1.6200g/cm3
Appearence

Nitrofurantoin is an orange-yellow crystalline powder. It is often available as a microcrystalline or macrocrystalline form to enhance solubility and absorption characteristics for medical use.

Comment on solubility

Solubility of N-[2-(ethoxymethyl)-3-(5-nitro-2-furyl)prop-2-enylidene]-1-methylsulfanyl-methanehydrazonothioic acid

The solubility of N-[2-(ethoxymethyl)-3-(5-nitro-2-furyl)prop-2-enylidene]-1-methylsulfanyl-methanehydrazonothioic acid is influenced by several factors. This compound demonstrates unique solubility characteristics due to its complex structure:

  • Polar and Non-Polar Regions: The presence of both ethoxy groups and nitro groups introduces polar characteristics, while the thio and methyl groups contribute a degree of non-polarity.
  • Solvent Interaction: This compound is more likely to dissolve in polar solvents due to its electronegative atoms (such as nitrogen and oxygen). Common solvents that might aid in dissolution include:
    • Water
    • Ethanol
    • Aqueous solutions of acids or bases
  • Temperature Dependence: The solubility may increase with temperature, which is a common trait of many organic compounds.

It is essential to consider the solubility when analyzing the effectiveness and behavior of this compound in various applications. Observations like “the solubility of a compound often dictates its reactivity and interactions with other compounds” highlight the importance of understanding this property for practical usage.

In summary, the solubility of this compound may vary based on the solvent, temperature, and the influence of its functional groups. Testing in specific conditions will provide clearer insights into how best to utilize this compound effectively.

Interesting facts

Interesting Facts about N-[2-(ethoxymethyl)-3-(5-nitro-2-furyl)prop-2-enylidene]-1-methylsulfanyl-methanehydrazonothioic acid

This compound is a fascinating example of organic chemistry, showcasing complex functional groups and a unique structural framework. Here are some intriguing insights into this compound:

  • Functional Diversity: The presence of both a nitro group and a thioic acid moiety adds significant reactivity to the compound, making it a potential candidate for various chemical reactions like nucleophilic substitutions and oxidative transformations.
  • Biological Relevance: Compounds with nitroaryl groups are often studied for their biological activities, including anti-tumor and anti-inflammatory properties. This suggests that this compound might exhibit interesting pharmacological characteristics.
  • Applications in Agrochemicals: The structural elements within this molecule hint that it might find use in agrochemical applications, perhaps as a pesticide or herbicide, where its efficacy could be tied to the disruptive properties of sulfanyl and hydrazone functionalities.
  • Intramolecular Interactions: The compound's structural setup allows for potential intramolecular hydrogen bonding, which could influence its stability and reactivity significantly.
  • Synthetic Challenges: The synthesis of such a complex molecule can present considerable challenges. Chemical pathways often need meticulous planning, requiring several steps to introduce the specific functional groups while maintaining yield and purity.

Understanding compounds like this provides valuable insights not only into the realm of organic synthesis but also emphasizes the importance of structural organization in influencing chemical behavior. As we continue to explore the capabilities of organic compounds, this compound exemplifies the delicate dance between structure and reactivity, making it a captivating subject of study.