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Naphthoquinoneaziridine

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Identification
Molecular formula
C12H9NO2
CAS number
101-89-3
IUPAC name
4-(aziridin-1-yl)naphthalene-1,2-dione
State
State

Naphthoquinoneaziridine is typically a solid at room temperature.

Melting point (Celsius)
135.00
Melting point (Kelvin)
408.00
Boiling point (Celsius)
300.00
Boiling point (Kelvin)
573.00
General information
Molecular weight
211.21g/mol
Molar mass
211.2230g/mol
Density
1.5362g/cm3
Appearence

Naphthoquinoneaziridine is a crystalline compound that typically appears as a yellow to orange solid. It is known for its distinctive coloration that is common to many naphthoquinone derivatives.

Comment on solubility

Solubility of 4-(aziridin-1-yl)naphthalene-1,2-dione

The solubility of 4-(aziridin-1-yl)naphthalene-1,2-dione presents an intriguing topic for exploration. As with many organic compounds, solubility is influenced by several factors including molecular structure, intermolecular forces, and the solvent used. Here are some key points to consider:

  • Molecular Structure: The presence of both the naphthalene group and the aziridine moiety can impact how well the compound interacts with solvents.
  • Polarity: The overall polarity of the molecule plays a significant role. In general, polar substances tend to dissolve well in polar solvents, while non-polar substances prefer non-polar solvents.
  • Hydrogen Bonding: The ability of the compound to form hydrogen bonds may enhance solubility in protic solvents.
  • Temperature Effects: Solubility can also increase with temperature, which is a common trait for many organic compounds.

Researchers have noted that 4-(aziridin-1-yl)naphthalene-1,2-dione exhibits limited solubility in water owing to its relatively hydrophobic character. Instead, it shows better solubility in organic solvents such as dichloromethane, ethanol, and acetone. This behavior aligns with the general principle that "like dissolves like," as the organic solvents can better accommodate the compound's structure.

Understanding the solubility characteristics of this compound is crucial for its applications and future studies. Proper solvent selection can significantly influence reaction outcomes, extraction efficiency, and compound stability. In summary, while the solubility of 4-(aziridin-1-yl)naphthalene-1,2-dione may be limited in aqueous environments, it finds better compatibility with various organic solvents, thus allowing for broader applications in chemical research and industry.

Interesting facts

Interesting Facts about 4-(aziridin-1-yl)naphthalene-1,2-dione

4-(aziridin-1-yl)naphthalene-1,2-dione is a fascinating compound that merges the structure of naphthalene with an aziridine moiety, showcasing intricate interplays between aromatic systems and three-membered ring chemistry. Here are some captivating insights into this compound:

  • Diverse Applications: This compound's unique structure opens doors to various applications in medicinal chemistry, particularly as a potential anti-cancer agent. The ability to modify its structure allows researchers to design novel chemotherapeutics.
  • Reactivity: The aziridine part of the molecule is known for its ring-opening reactions, which can lead to diverse reactivity patterns. This characteristic makes it a valuable building block for synthesizing more complex organic structures.
  • Fluorescence: Compounds derived from naphthalene often exhibit interesting fluorescence properties. 4-(aziridin-1-yl)naphthalene-1,2-dione may also participate in photophysical studies, which can enhance our understanding of electronic transitions in polycyclic systems.
  • Biological Activity: The incorporation of aziridine rings can enhance biological activity by allowing for selective interactions with biomolecules, making this compound noteworthy for studies in drug development.
  • Synthetic Strategies: The synthesis of this compound often involves advanced organic reactions such as cycloaddition or reduction reactions, showcasing the creativity required in modern synthetic organic chemistry.

In summary, 4-(aziridin-1-yl)naphthalene-1,2-dione exemplifies how intricate molecular designs can lead to significant implications in scientific research, particularly in fields such as chemistry and pharmacology. Its dual functional groups present numerous opportunities for innovation and discovery.

Synonyms
1,2-Naphthalenedione, 4-(1-aziridinyl)-
4-Ethyleniminonaphthoquinone-1,2
4-(1-Aziridinyl)-1,2-naphthalenedione
439-55-4
MLS002920479
1,2-NAPHTHOQUINONE, 4-(1-AZIRIDINYL)-
JVL856D8DG
4-(aziridin-1-yl)naphthalene-1,2-dione
NSC-139347
SMR001798069
NSC 139347
BRN 0163449
4-Aethylenimino-naphtochinon-1,2 [German]
AI3-52969
4-Aethylenimino-naphtochinon-1,2
NSC139347
UNII-JVL856D8DG
cid_9922
1, 4-(1-aziridinyl)-
5-20-01-00036 (Beilstein Handbook Reference)
CHEMBL1890961
BDBM89220
DTXSID20195982
4-ethylenimino-1,2-naphthoquinone
4-(1-aziridinyl)naphthalene-1,2-dione
DS-014433
AZIRIDINYL)-1,2-NAPHTHALENEDIONE, 4-(1-