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N-(4-chloro-9,10-dioxo-1-anthryl)benzamide

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Identification
Molecular formula
C21H12ClNO3
CAS number
3126-12-7
IUPAC name
N-(4-chloro-9,10-dioxo-1-anthryl)benzamide
State
State

At room temperature, N-(4-chloro-9,10-dioxo-1-anthryl)benzamide is a solid. Its complex aromatic structure contributes to a relatively high melting point, consistent with many polycyclic aromatic compounds.

Melting point (Celsius)
222.00
Melting point (Kelvin)
495.15
Boiling point (Celsius)
727.90
Boiling point (Kelvin)
1 001.05
General information
Molecular weight
347.78g/mol
Molar mass
347.7500g/mol
Density
1.4740g/cm3
Appearence

N-(4-chloro-9,10-dioxo-1-anthryl)benzamide typically exists as an orange powder or crystalline solid. It may vary slightly depending on purity and specific crystallization conditions. As a compound related to anthraquinones, it can exhibit a vibrant color due to extended conjugation and aromaticity in its structure.

Comment on solubility

Solubility Characteristics of N-(4-chloro-9,10-dioxo-1-anthryl)benzamide

N-(4-chloro-9,10-dioxo-1-anthryl)benzamide exhibits intriguing solubility properties that are essential for its applications in various fields, particularly in organic synthesis and material science. Understanding its solubility behavior can provide insights into its practical usage and reactivity.

Key Points on Solubility:

  • Solvent Interaction: The solubility of this compound is highly dependent on the choice of solvent. It tends to dissolve better in polar organic solvents such as dimethyl sulfoxide (DMSO) and acetonitrile.
  • Hydrophobic Characteristics: Its fairly large aromatic structure suggests that it may exhibit lower solubility in non-polar solvents, given the hydrophobic nature of the anthracene moiety.
  • Temperature Influence: Generally, solubility can increase with temperature in many organic compounds, including this one. Thus, heating the solvent may enhance its solubility.
  • Crystallization Potential: The formation of solid crystals can occur at lower temperatures, making it crucial to consider cooling conditions when working with this compound.

In conclusion, the solubility of N-(4-chloro-9,10-dioxo-1-anthryl)benzamide is influenced by various factors such as the choice of solvent, temperature, and the intrinsic hydrophobic characteristics of its structure. This nuanced solubility behavior plays a significant role in its potential applications.

Interesting facts

Exploring N-(4-chloro-9,10-dioxo-1-anthryl)benzamide

N-(4-chloro-9,10-dioxo-1-anthryl)benzamide is a fascinating compound with unique properties and potential applications. As a derivative of anthracene, it exhibits characteristics that make it valuable in various fields of research and industry.

Interesting Aspects of N-(4-chloro-9,10-dioxo-1-anthryl)benzamide

  • Structure and Functionality: The compound's structure includes an anthryl moiety, which contributes to its ability to absorb light and participate in electron transfer processes. This property is essential for applications in organic electronics.
  • Potential Applications: This compound has been studied for its potential use in photodynamic therapy, where it's utilized in cancer treatment due to its phototoxic characteristics upon activation by light. It may also find applications in the development of organic light-emitting diodes (OLEDs).
  • Chemical Reactions: N-(4-chloro-9,10-dioxo-1-anthryl)benzamide can partake in various chemical reactions, including condensation and substitution reactions, which are crucial for synthesizing new materials and compounds in organic synthesis.
  • Environmental Impact: The stability of chlorinated compounds like this one raises questions about their environmental persistence. Research is ongoing to evaluate their potential ecological risks and biocompatibility when considering their use in medical and industrial applications.

In summary, N-(4-chloro-9,10-dioxo-1-anthryl)benzamide exemplifies the intricate relationship between structure and application in organic chemistry. Its versatility and unique properties make it a subject of keen interest for chemists aiming to innovate and address challenges in materials science and medicinal chemistry.

Synonyms
Chlorobenzone
81-45-8
1-Benzamido-4-chloroanthraquinone
Benzamide, N-(4-chloro-9,10-dihydro-9,10-dioxo-1-anthracenyl)-
1-Chloro-4-benzoylaminoanthraquinone
1Ba-4-Xa
1-Chloro-4-benzamidoanthraquinone
4-Benzamido-1-chloroanthraquinone
1-Benzoylamino-4-chloroanthraquinone
Anthraquinone, 1-benzamido-4-chloro-
N-(4-Chloro-9,10-dihydro-9,10-dioxo-1-anthryl)benzamide
1BA-4-XA [Russian]
NSC 39954
N-(4-chloro-9,10-dioxoanthracen-1-yl)benzamide
BENZAMIDE, N-(4-CHLORO-1-ANTHRAQUINONYL)-
1-Benzoylamino-2-chloroanthraquinone
EINECS 201-350-9
BRN 2819875
AI3-61825
N-(4-chloro-9,10-dioxo-9,10-dihydroanthracen-1-yl)benzamide
DTXSID1058846
1-(Benzoylamino)-2-chloroanthraquinone
N-(4-Chloro-9,10-dioxo-9,10-dihydro-1-anthracenyl)benzamide
NSC39954
SCHEMBL7034212
DTXCID4048193
1-Benzamido-4-chloroanthranquinone
1-Benzoylamino-4-chloranthrachinon
NSC-39954
STK027032
1-Benzoylamino-4-chloro-anthraquinone
AKOS001665942
WLN: L C666 BV IVJ DMVR& GG
CS-0331015
NS00038125
N-(4-chloro-9,10-dioxo-1-anthryl)benzamide
N-(4-Chloro-9,10-dioxo-9,10-dihydro-1-anthracenyl)benzamide #
201-350-9