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Nitrofurantoin

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Identification
Molecular formula
C12H10N2O5
CAS number
67-20-9
IUPAC name
ethyl 2-[(5-nitro-2-furyl)methylene]-3-oxo-butanoate
State
State

At room temperature, nitrofurantoin exists in a solid crystalline form.

Melting point (Celsius)
259.00
Melting point (Kelvin)
532.00
Boiling point (Celsius)
305.50
Boiling point (Kelvin)
578.70
General information
Molecular weight
297.14g/mol
Molar mass
297.1350g/mol
Density
1.5090g/cm3
Appearence

Nitrofurantoin is typically a yellow, crystalline powder. It has a characteristic smell and is often used in a micronized form for pharmaceutical applications.

Comment on solubility

Solubility of Ethyl 2-[(5-nitro-2-furyl)methylene]-3-oxo-butanoate

Ethyl 2-[(5-nitro-2-furyl)methylene]-3-oxo-butanoate is a fascinating compound with specific solubility characteristics. Understanding its solubility in various solvents is crucial for its application in chemical processes and formulations. Here are some key points to consider regarding its solubility:

  • Polar Solvents: The nitro group (-NO2) typically enhances solubility in polar solvents due to its electronegativity and ability to form hydrogen bonds.
  • Non-Polar Solvents: Conversely, the presence of aromatic structures, like the furan ring, may hinder solubility in non-polar solvents like hydrocarbons.
  • Water Solubility: The overall solubility in water is often limited; however, it may dissolve to a certain extent depending on pH and temperature.
  • Complex Formation: Ethyl 2-[(5-nitro-2-furyl)methylene]-3-oxo-butanoate can also form complexes with metal ions, which may influence its solubility in aqueous and non-aqueous environments.

In summary, the solubility of this compound is significantly influenced by the balancing act between its polar and non-polar characteristics, making it an intriguing subject for further study. As scientists and researchers explore its behavior in different solvents, they uncover more about the fascinating ways in which chemical substances interact.

Interesting facts

Interesting Facts about Ethyl 2-[(5-nitro-2-furyl)methylene]-3-oxo-butanoate

Ethyl 2-[(5-nitro-2-furyl)methylene]-3-oxo-butanoate is a fascinating compound that showcases the beauty of synthetic organic chemistry. Here are some intriguing aspects of this compound:

  • Unique Structure: This compound features a furan ring, which is a five-membered aromatic ring containing oxygen. The presence of the nitro group at the 5-position adds to its reactivity and serves as a point of interest for further chemical modifications.
  • Potential Therapeutic Applications: Many derivatives of nitrofuran compounds have been investigated for their potential antibacterial and antifungal properties, making this compound a candidate for future pharmacological studies.
  • Synthesis Exploration: The synthetic route to obtain this compound is a classic example of Michael addition reactions followed by subsequent reactions such as condensation. It serves as a great teaching tool in organic synthesis labs.
  • Role in Research: Compounds like this are often used in research to study chemical reactivity and mechanisms. They can act as intermediates in the synthesis of more complex molecules.
  • Environmental Considerations: As with many compounds that contain nitro groups, there is an increasing focus on assessing the environmental impact and biodegradability of these substances in various applications.

Overall, ethyl 2-[(5-nitro-2-furyl)methylene]-3-oxo-butanoate is not just a compound to study; it’s a window into the vast possibilities of organic chemistry and its applications in science and industry. Analyzing its properties and reactions can lead to a deeper understanding of both fundamental and applied chemistry.