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Diketeneimine

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Identification
Molecular formula
C5H8N2O
CAS number
765-18-2
IUPAC name
bis(aziridin-1-yl)methanone
State
State

At room temperature, Diketeneimine is typically found in the liquid state. It should be handled with care as it is reactive to atmospheric conditions like moisture.

Melting point (Celsius)
-37.00
Melting point (Kelvin)
236.15
Boiling point (Celsius)
75.00
Boiling point (Kelvin)
348.15
General information
Molecular weight
98.12g/mol
Molar mass
98.1230g/mol
Density
1.0480g/cm3
Appearence

Diketeneimine is a colorless to yellowish liquid. It can appear light-sensitive and should be handled carefully to avoid exposure to air and moisture as it may decompose or change in color.

Comment on solubility

Solubility of bis(aziridin-1-yl)methanone

The solubility of bis(aziridin-1-yl)methanone can present intriguing characteristics due to its unique molecular structure. As a compound featuring aziridine rings, its solubility in various solvents is influenced by both polarity and hydrogen bonding capabilities. Here are some key points regarding its solubility:

  • Polar Solvents: bis(aziridin-1-yl)methanone is likely to exhibit good solubility in polar solvents such as water and methanol, owing to the presence of nitrogen atoms that can engage in hydrogen bonding.
  • Non-polar Solvents: In contrast, its solubility in non-polar solvents (like hexane or benzene) may be limited. The aziridine structures introduce some degree of polarity which could hinder solubility in such environments.
  • Temperature Effects: Like many organic compounds, its solubility can be temperature-dependent. Increased temperatures generally enhance the solubility of solids in liquids, so careful temperature management might be required to optimize solubility.
  • Aqueous Solutions: Although it may dissolve in water, the actual extent of solubility will depend on factors such as pH and ionic strength of the solution.

In summary, the solubility of bis(aziridin-1-yl)methanone is shaped by its unique aziridine framework, exhibiting favorable behavior in polar solvents while showing limitations in non-polar environments. The careful choice of solvent and of conditions can lead to optimal solubility for various applications.

Interesting facts

Interesting Facts about bis(aziridin-1-yl)methanone

Bis(aziridin-1-yl)methanone is a fascinating compound that captures the attention of chemists and researchers alike due to its unique structure and potential applications. Here are some intriguing points to consider:

  • Structural Uniqueness: This compound contains two aziridine rings, a three-membered cyclic structure that is known for its high strain energy. The incorporation of these rings into a larger framework can lead to interesting reactivity patterns.
  • Biomedical Potential: Aziridine derivatives, including bis(aziridin-1-yl)methanone, have been studied for their potential as anticancer agents. Their ability to interact with DNA makes them promising candidates in the development of new chemotherapeutic drugs.
  • Calcium Interaction: Research indicates that compounds containing aziridine rings can interact with calcium ions. This property has implications in drug development, as it may enhance bioavailability or target specificity.
  • Versatile Synthesis: The synthetic routes leading to bis(aziridin-1-yl)methanone involve novel methodologies that incorporate both classical and modern strategies in organic chemistry. This versatility can inspire innovative approaches to synthesis in related compounds.
  • Reactivity: The ring strain in aziridines generally results in increased reactivity compared to more stable cyclic compounds. This aspect allows for diverse chemical transformations, making bis(aziridin-1-yl)methanone a versatile building block in organic synthesis.

The study of bis(aziridin-1-yl)methanone not only highlights the compound's intriguing properties but also its potential to unlock new insights in medicinal chemistry and synthetic methods. As researchers continue to explore this and similar compounds, the future may hold even more exciting applications!

Synonyms
Bis(1-aziridinyl) ketone
Bisethyleneurea
Carbonylbis(aziridine)
Carbonylbis(1-aziridine)
N,N'-Diethyleneurea
Bis(1-aziridinyl)ketone
1,1'-carbonylbisaziridine
1192-75-2
AZIRIDINE, 1,1'-CARBONYLBIS-
Ketone, bis-1-aziridinyl
8JRH9T5UDD
Bis(1-aziridinyl)methanone
N,N'-Bis-cycloethylene urea
NIOSH/OB1229300
NSC-52376
Diethyleneurea
OB12293000
NSC 52376
bis(aziridin-1-yl)methanone
BRN 0112385
aziridinyl ketone
UNII-8JRH9T5UDD
Aziridine,1'-carbonylbis-
SCHEMBL687587
DTXSID50922889
NSC52376
METHANONE, BIS(1-AZIRIDINYL)-
64398-76-1