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Ethyl 1-(1-naphthylcarbamoyl)aziridine-2-carboxylate

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Identification
Molecular formula
C18H18N2O3
CAS number
151452-78-5
IUPAC name
ethyl 1-(1-naphthylcarbamoyl)aziridine-2-carboxylate
State
State

At room temperature, it is a solid.

Melting point (Celsius)
149.50
Melting point (Kelvin)
422.65
Boiling point (Celsius)
381.20
Boiling point (Kelvin)
654.35
General information
Molecular weight
297.35g/mol
Molar mass
297.3230g/mol
Density
1.1790g/cm3
Appearence

Ethyl 1-(1-naphthylcarbamoyl)aziridine-2-carboxylate appears as a pale yellow solid. It has a crystalline nature, with well-defined sharp edges and reflective surfaces. The compound is often observed in powder form or as compressed disks depending on its preparation and packeting.

Comment on solubility

Solubility of Ethyl 1-(1-naphthylcarbamoyl)aziridine-2-carboxylate

The solubility of ethyl 1-(1-naphthylcarbamoyl)aziridine-2-carboxylate in various solvents can be influenced by several factors, including its structure and functional groups. Here are some key points regarding its solubility:

  • Polar vs. Nonpolar Solvents: This compound, featuring polar functional groups, may have moderate solubility in polar solvents such as methanol or ethanol but may demonstrate limited solubility in nonpolar solvents like hexane.
  • Hydrogen Bonding: The presence of polar amide and carboxylate groups can facilitate hydrogen bonding, which may enhance solubility in protic solvents.
  • Temperature Effect: Temperature changes can also affect solubility, typically increasing it as the temperature rises for many organic compounds.
  • Concentration Limitations: Despite potential solubility, concentration limits may result in precipitation or saturation at high concentrations.

In summary, while ethyl 1-(1-naphthylcarbamoyl)aziridine-2-carboxylate may exhibit reasonable solubility in polar solvents due to its functional groups, care must be taken to consider solvent type and temperature when predicting its behavior in solution. As with many organic compounds, the specific environment in which it is dissolved plays a crucial role in its solubility characteristics.

Interesting facts

Interesting Facts about Ethyl 1-(1-naphthylcarbamoyl)aziridine-2-carboxylate

Ethyl 1-(1-naphthylcarbamoyl)aziridine-2-carboxylate is a fascinating compound that has gained attention in the field of organic chemistry due to its unique structural features and potential applications. Here are some intriguing aspects:

  • Versatile Building Block: This compound serves as a versatile building block in the synthesis of more complex organic molecules, especially in pharmaceutical chemistry. Its aziridine ring provides sites for functionalization, making it valuable for developing new drug candidates.
  • Biological Relevance: Compounds containing the aziridine moiety are often found in biologically active molecules. Researchers are exploring its potential anticancer properties and its role in inhibiting specific enzyme activities.
  • 1-Naphthyl Group: The presence of the 1-naphthyl substituent not only enhances the molecule's ability to interact with biological targets but also contributes to its photophysical properties, which could be leveraged in dye applications or as a fluorescent probe.
  • Synthesis Challenges: The synthesis of this compound can be quite challenging, as it typically requires careful control of reaction conditions. This complexity makes it a subject of interest for organic chemists looking to develop new synthetic methodologies.
  • Research Potential: As researchers continue to explore its chemical properties, this compound may pave the way for discoveries in medicinal chemistry. Its ability to serve as both a precursor and a functionalized component marks it as a significant target for further study.

In summary, ethyl 1-(1-naphthylcarbamoyl)aziridine-2-carboxylate is not just another compound; it embodies the intricate relationship between structure and function in organic chemistry. As the landscape of drug discovery evolves, such compounds may hold the keys to unlocking new therapeutic avenues.

Synonyms
21384-57-6
DTXSID30943936
2-(Ethoxycarbonyl)-N-(naphthalen-1-yl)aziridine-1-carboximidic acid
1-(1-Naphthylcarbamoyl)-2-aziridinecarboxylic acid ethyl ester
ethyl 1-(naphthalen-1-ylcarbamoyl)aziridine-2-carboxylate
RefChem:1061834
DTXCID101372293
2-AZIRIDINECARBOXYLIC ACID, 1-(1-NAPHTHYLCARBAMOYL)-, ETHYL ESTER