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N-(3-Chlorophenyl)aziridine-1-carboxamide

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Identification
Molecular formula
C10H9ClN2O
CAS number
509641-24-1
IUPAC name
N-(3-chlorophenyl)aziridine-1-carboxamide
State
State

At room temperature, N-(3-Chlorophenyl)aziridine-1-carboxamide is typically found in solid state, specifically as a crystalline powder. It is not hygroscopic and is generally stable under normal storage conditions, but it should be kept in a well-sealed container to prevent exposure to moisture and other environmental factors that could affect its stability and reactivity.

Melting point (Celsius)
108.00
Melting point (Kelvin)
381.15
Boiling point (Celsius)
283.00
Boiling point (Kelvin)
556.15
General information
Molecular weight
184.65g/mol
Molar mass
184.6110g/mol
Density
1.4200g/cm3
Appearence

N-(3-Chlorophenyl)aziridine-1-carboxamide typically appears as a crystalline solid. The color can vary slightly depending on the degree of purity and specific packing; it can range from off-white to pale yellow.

Comment on solubility

Solubility of N-(3-chlorophenyl)aziridine-1-carboxamide

N-(3-chlorophenyl)aziridine-1-carboxamide, a compound that belongs to the aziridine family, exhibits unique solubility characteristics that are worth noting:

  • Solvent Compatibility: This compound is typically soluble in organic solvents such as dimethyl sulfoxide (DMSO) and dimethylformamide (DMF). These solvents provide a suitable medium for its polar interactions.
  • Water Solubility: The solubility of N-(3-chlorophenyl)aziridine-1-carboxamide in water is generally low due to the hydrophobic nature of the aziridine ring and the chlorophenyl substituent, which can hinder extensive hydrogen bonding with water molecules.
  • Temperature Influence: As with many organic compounds, an increase in temperature can enhance solubility. For instance, heating the solvent can reduce the viscosity and promote better interactions between the solute and solvent.
  • pH Sensitivity: The solubility may also vary with pH levels. A more alkaline environment can lead to the deprotonation of the carboxamide group, potentially increasing its solubility in water.

In summary, the solubility of N-(3-chlorophenyl)aziridine-1-carboxamide is primarily influenced by the choice of solvent, temperature, and pH. Understanding these factors is crucial for applications in organic synthesis and pharmaceutical formulations.

Interesting facts

Interesting Facts About N-(3-chlorophenyl)aziridine-1-carboxamide

N-(3-chlorophenyl)aziridine-1-carboxamide is a fascinating compound with significant relevance in both synthetic chemistry and pharmaceutical applications. Here are some intriguing aspects of this compound:

  • Structural Versatility: The aziridine ring is known for its strain and reactivity, making it a valuable building block in the synthesis of more complex molecules. It serves as a precursor for various transformations, enhancing its utility in organic synthesis.
  • Pharmaceutical Potential: Compounds containing aziridine moieties have been investigated for their biological activities. This specific compound, with its unique substitutions, could potentially lead to the discovery of new therapeutic agents.
  • Reactivity: The presence of the chlorine atom at the 3-position of the phenyl group adds electrophilic character, which can increase reactivity in nucleophilic substitution reactions. This feature is crucial for chemists aiming to modify or functionalize the molecule further.
  • Research Significance: The incorporation of aziridine derivatives in drug design has attracted attention in medicinal chemistry due to their ability to introduce complex structures into molecules that could improve efficacy and specificity.
  • Mechanistic Studies: Understanding the reactivity of N-(3-chlorophenyl)aziridine-1-carboxamide can provide insights into the mechanisms of ring-opening reactions, which are fundamental in organic and medicinal chemistry.

In summary, N-(3-chlorophenyl)aziridine-1-carboxamide stands out not only due to its unique structural features but also its potential applications in developing new drugs. As researchers continue to explore its properties, we may uncover even more exciting opportunities for this compound in the future!

Synonyms
3-Chlorophenyl-N-carbamoylaziridine
1-AZIRIDINECARBOXAMIDE, N-(3-CHLOROPHENYL)-
ZTF68QU7GS
NSC 80354
1-Aziridinecarboxanilide, 3'-chloro-
1-(1-Aziridinyl)-N-(m-chlorophenyl)formamide
BRN 0146579
Formamide, 1-(1-aziridinyl)-N-(m-chlorophenyl)-
AI3-50724
NSC-80354
DTXSID30189978
4-20-00-00018 (Beilstein Handbook Reference)
CHLOROPHENYL-N-CARBAMOYLAZIRIDINE, 3-
DTXCID90112469
1-Aziridinecarboxanilide, 3'-chloro-(8CI)
3647-19-6
N-(3-Chlorophenyl)-1-aziridinecarboxamide
NSC80354
UNII-ZTF68QU7GS
NCIOpen2_000712
WLN: T3NTJ AVMR CG
AKOS024385691