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N-(5-chloro-9,10-dioxo-1-anthryl)benzamide

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Identification
Molecular formula
C21H12ClNO3
CAS number
92563-27-0
IUPAC name
N-(5-chloro-9,10-dioxo-1-anthryl)benzamide
State
State

This compound exists as a solid at room temperature. It is generally stable under standard conditions, but like many aromatic compounds, it should be protected from excessive light and moisture to maintain its integrity.

Melting point (Celsius)
228.50
Melting point (Kelvin)
501.70
Boiling point (Celsius)
446.40
Boiling point (Kelvin)
719.50
General information
Molecular weight
373.78g/mol
Molar mass
373.7920g/mol
Density
1.4000g/cm3
Appearence

This compound typically appears as a crystalline solid with a yellow to orange color due to the aromatic anthraquinone structure. The intensity of the coloration can vary slightly depending on the purity and specific crystalline form.

Comment on solubility

Solubility of N-(5-chloro-9,10-dioxo-1-anthryl)benzamide

N-(5-chloro-9,10-dioxo-1-anthryl)benzamide, with its complex structure, exhibits intriguing solubility characteristics that are essential for its applications. Understanding its solubility can be pivotal for researchers and formulators alike.

Key Points on Solubility:

  • Polarity: The presence of both a carbonyl group and an amide functionality suggests moderate polarity, which can affect solubility in various solvents.
  • Solvent Compatibility: This compound is likely more soluble in polar organic solvents such as dichloromethane or ethanol while showing limited solubility in non-polar solvents like hexane.
  • pH Dependence: Its solubility may vary with pH, as the amide group can interact with hydrogen ions, potentially enhancing its solubility in acidic conditions.

As a general rule, compounds with higher molecular weights and greater complexity, like N-(5-chloro-9,10-dioxo-1-anthryl)benzamide, tend to have lower solubility in water. However, understanding specific interactions and applying suitable solvent systems is key to optimizing its solubility. In conclusion, solubility is influenced by multiple factors—always consider the context of use when evaluating this important property!

Interesting facts

Interesting Facts about N-(5-chloro-9,10-dioxo-1-anthryl)benzamide

N-(5-chloro-9,10-dioxo-1-anthryl)benzamide is a fascinating chemical compound that belongs to the class of anthraquinone derivatives. This compound has garnered interest in various fields of research due to its unique properties and potential applications.

Chemical Highlights:

  • Structure: The compound features a distinct anthracene backbone, which is a vital framework that contributes to its optical properties.
  • Chlorine Substitution: The presence of the chlorine atom enhances the reactivity and stability of the compound, making it useful in synthetic applications.
  • Functional Groups: The amide functional group presents in its structure is known for contributing to hydrogen bonding, affecting the compound's solubility and interaction with other molecules.

Applications:

  • Organic Electronics: Known for its potential as a candidate in organic light-emitting diodes (OLEDs) due to its ability to absorb and emit light efficiently.
  • Biological Activity: Some derivatives of anthraquinone compounds are studied for their ability to exhibit anticancer properties, making this compound a significant subject of pharmaceutical research.

Furthermore, studies have shown that compounds like N-(5-chloro-9,10-dioxo-1-anthryl)benzamide can serve as valuable intermediates in the synthesis of more complex organic materials.
Overall, the compound showcases the intricate relationship between structure and function in organic chemistry, making it a remarkable addition to the world of chemical compounds. As one researcher noted, "The beauty of organic chemistry lies in the endless possibilities that arise from simple structural variations."

Synonyms
117-05-5
1-Benzamido-5-chloroanthraquinone
Benzamide, N-(5-chloro-9,10-dihydro-9,10-dioxo-1-anthracenyl)-
5-Benzoylamino-1-chloroanthraquinone
N-(5-Chloro-9,10-dihydro-9,10-dioxo-1-anthryl)benzamide
Anthraquinone, 1-benzamido-5-chloro-
1-x-5-Baa
Anthraquinone, 1-chloro-5-benzamido-
N-(5-chloro-9,10-dioxoanthracen-1-yl)benzamide
1-Chlor-5-benzoylaminoanthrachinon
BENZAMIDE, N-(5-CHLORO-1-ANTHRAQUINONYL)-
DTXSID1059444
NSC-13980
1-X-5-Baa [Russian]
CCRIS 5606
1-Chlor-5-benzoylaminoanthrachinon [Czech]
EINECS 204-168-8
NSC 13980
BRN 2819876
1-Benzoylamino-5-chloranthrachinon [Czech]
1-Benzoylamino-5-chloranthrachinon
LW7C2VCF9X
SCHEMBL9164434
DTXCID4033390
VDCUNNJIPITONP-UHFFFAOYSA-N
Benzamide,N-(5-chloro-9,10-dihydro-9,10-dioxo-1-anthracenyl)-
NSC13980
1-benzoylamino-5-chloroanthra-quinone
1-(Benzoylamino)-5-chloroanthraquinone
5-(Benzoylamino)-1-chloroanthraquinone
WLN: L C666 BV IVJ DMVR& KG
1-Benzamido-5-chloro-9,10-anthraquinone
DS-006539
NS00023772