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4-Chloro-4'-bromo-chalcone

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Identification
Molecular formula
C15H10BrClO
CAS number
2651-60-7
IUPAC name
1-(4-bromophenyl)-3-(4-chlorophenyl)prop-2-en-1-one
State
State

The compound is a crystalline solid at room temperature.

Melting point (Celsius)
125.00
Melting point (Kelvin)
398.15
Boiling point (Celsius)
453.00
Boiling point (Kelvin)
726.15
General information
Molecular weight
321.60g/mol
Molar mass
321.5730g/mol
Density
1.3860g/cm3
Appearence

The compound is typically found as a yellow to light brown crystalline solid. Its distinct color makes it recognizable, and it is often used in organic synthesis for its chalcone structure.

Comment on solubility

Solubility of 1-(4-bromophenyl)-3-(4-chlorophenyl)prop-2-en-1-one

The solubility of 1-(4-bromophenyl)-3-(4-chlorophenyl)prop-2-en-1-one can provide valuable insights into its behavior in different environments. This compound is characterized by multiple aromatic rings, which can significantly influence its solubility properties. Here are some key points regarding its solubility:

  • Polar vs. Nonpolar Solvents: Due to its nonpolar aromatic structure, this compound is likely to be more soluble in nonpolar solvents such as hexane or toluene rather than in polar solvents like water.
  • Temperature Dependence: The solubility may increase with temperature, as is typical for many organic compounds, enhancing the molecular motion and interaction with solvents.
  • Influence of Substituents: The presence of Br and Cl substituents can affect the overall polarity of the compound, potentially leading to varying solubility characteristics depending on their orientation and interactions.
  • Crystallization: Given its structural complexity, crystallization can be a common phenomenon, which may also influence how it dissolves in different environments.

In summary, while 1-(4-bromophenyl)-3-(4-chlorophenyl)prop-2-en-1-one is expected to have limited solubility in polar solvents, its behavior in organic solvents would typically be much more favorable. As a rule of thumb in chemistry, “like dissolves like,” and this principle is particularly relevant for this compound's solubility properties.

Interesting facts

Interesting Facts about 1-(4-bromophenyl)-3-(4-chlorophenyl)prop-2-en-1-one

1-(4-bromophenyl)-3-(4-chlorophenyl)prop-2-en-1-one, often referred to in the field as a derivative of chalcone, is a fascinating compound with significant implications in various branches of chemistry and medicinal sciences. Here are some intriguing facts about this compound:

  • Origin of Name: The name chalcone is derived from the Greek word "chalcos" meaning "copper," referring to the color of the complex that was first isolated from the plant.
  • Significance in Natural Products: Chalcone derivatives like this compound are often found in a variety of natural products, exhibiting properties that can benefit human health. They possess a myriad of biological activities including antioxidant, anti-inflammatory, and anticancer effects.
  • Structure-Activity Relationship: The presence of the halogens (bromine and chlorine) on the aromatic rings plays a vital role in influencing the compound's biological activity, as these groups can enhance interaction with biological targets.
  • Chemical Reactivity: The enone functional group (prop-2-en-1-one) lends itself to versatile reactions, allowing for the creation of more complex molecules through processes such as nucleophilic addition.
  • Applications: Beyond medicinal chemistry, chalcones and their derivatives are being researched for applications in the synthesis of organic materials, pigments, and even as potential photovoltaic materials in solar cells.

In the words of renowned chemist Robert H. Grubbs, “Chemistry is the science of matter, but I like to think it’s also the science of change.” This compound exemplifies the beauty of chemistry through its structure and potential for transformative applications.


Furthermore, this compound highlights the importance of halogen substitution in organic synthesis, showing how slight adjustments in molecular structure can lead to substantial changes in chemical properties and biological activities. As research continues, the exploration of compounds like 1-(4-bromophenyl)-3-(4-chlorophenyl)prop-2-en-1-one remains a compelling area of study filled with discovery and innovation.

Synonyms
1-(4-bromophenyl)-3-(4-chlorophenyl)prop-2-en-1-one
(Z)-1-(4-bromophenyl)-3-(4-chlorophenyl)prop-2-en-1-one
4a(2)-Bromo-4-chlorochalcone
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DTXSID601312404
AKOS030241055