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Chalcone

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Identification
Molecular formula
C15H11N3O5
CAS number
6317-03-5
IUPAC name
1,3-bis(4-nitrophenyl)prop-2-en-1-one
State
State

Solid at room temperature.

Melting point (Celsius)
211.00
Melting point (Kelvin)
484.15
Boiling point (Celsius)
420.00
Boiling point (Kelvin)
693.15
General information
Molecular weight
297.26g/mol
Molar mass
297.2710g/mol
Density
1.3380g/cm3
Appearence

The compound is typically a yellow crystalline solid.

Comment on solubility

Solubility of 1,3-bis(4-nitrophenyl)prop-2-en-1-one

1,3-bis(4-nitrophenyl)prop-2-en-1-one, known for its unique structure and interesting applications, exhibits notable solubility characteristics. Here are some key points regarding its solubility:

  • Solubility in Organic Solvents: This compound is generally more soluble in organic solvents such as ethanol, acetone, and dichloromethane, making it suitable for various organic synthesis reactions.
  • Limited Solubility in Water: Due to its relatively large, hydrophobic aromatic structures, 1,3-bis(4-nitrophenyl)prop-2-en-1-one has poor solubility in water. This property is typical for many organic compounds with substantial aromatic content.
  • Dependence on Temperature: As with many organic compounds, the solubility of 1,3-bis(4-nitrophenyl)prop-2-en-1-one may increase with temperature, allowing for better dissolution in hot solvent mixtures.
  • Effect of Polarity: The introduction of nitro groups can lead to variations in solubility due to their polar character, which can influence the solubility in mixed solvent systems.

In summary, while 1,3-bis(4-nitrophenyl)prop-2-en-1-one displays good solubility in various organic solvents, its limited solubility in water may restrict its use in aqueous environments. Therefore, understanding the solubility profile is crucial for applications ranging from chemical synthesis to material science.

Interesting facts

Interesting Facts about 1,3-bis(4-nitrophenyl)prop-2-en-1-one

1,3-bis(4-nitrophenyl)prop-2-en-1-one is a fascinating compound that belongs to the class of chalcones, which are known for their diverse biological activities and synthetic utility. Here are some noteworthy aspects of this compound:

  • Biological Significance: Compounds like 1,3-bis(4-nitrophenyl)prop-2-en-1-one have been researched for their potential medicinal properties. They have demonstrated anti-inflammatory, antioxidant, and even antimicrobial activities, making them valuable in pharmacological studies.
  • Synthetic Versatility: The active methylene group in the structure allows for various synthetic modifications, leading to the formation of numerous derivatives that can exhibit different properties and activities.
  • Dyes and Pigments: The presence of nitro groups contributes to the chromophoric nature of the compound, which can be useful in the development of organic dyes and pigments in materials science.
  • Research Applications: This compound has served as a model in the study of chalcone derivatives in terms of structure-activity relationships, aiding chemists in understanding how modifications can enhance biological activity.

In the words of renowned chemist Linus Pauling, "The best way to have a good idea is to have lots of ideas." This underscores the importance of compounds like 1,3-bis(4-nitrophenyl)prop-2-en-1-one, which can lead to a plethora of new discoveries in both synthetic and medicinal chemistry.

Overall, 1,3-bis(4-nitrophenyl)prop-2-en-1-one exemplifies the intricate connection between structure and function in organic compounds, demonstrating how subtle changes in molecular architecture can lead to vastly different physical and biological properties.

Synonyms
1,3-bis(4-nitrophenyl)prop-2-en-1-one
4,4'-dinitro-chalcone
SCHEMBL6733854
VVTIIOZTCXSWKR-UHFFFAOYSA-N