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(2E)-3-chloro-1-(4-nitrophenyl)prop-2-en-1-one

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Identification
Molecular formula
C9H6ClNO3
CAS number
878-45-3
IUPAC name
3-chloro-1-(4-nitrophenyl)prop-2-en-1-one
State
State

At room temperature, 3-chloro-1-(4-nitrophenyl)prop-2-en-1-one is a solid. It is typically handled and stored as a powder or crystalline substance.

Melting point (Celsius)
164.00
Melting point (Kelvin)
437.15
Boiling point (Celsius)
380.00
Boiling point (Kelvin)
653.15
General information
Molecular weight
211.59g/mol
Molar mass
211.5930g/mol
Density
1.3400g/cm3
Appearence

This compound appears as a yellow crystalline solid. It is known for its bright color, which can vary slightly in shade based on the purity and specific crystalline form.

Comment on solubility

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

The solubility characteristics of 3-chloro-1-(4-nitrophenyl)prop-2-en-1-one, a compound featuring both chloro and nitro functional groups, can provide significant insights into its behavior in various solvents. This compound is expected to exhibit:

  • Moderate solubility in organic solvents: Due to its aromatic structure and the presence of polar substituents, it is likely soluble in non-polar to moderately polar organic solvents, such as ethanol and acetone.
  • Poor solubility in water: The hydrophobic tendencies of the aromatic ring may hinder its solubility in aqueous environments, making it less favorable in water-based applications.

As a general rule, compounds with both polar and non-polar characteristics will vary in solubility based on the solvent used. To further illustrate this, consider:

  1. Polar solvents: Water and alcohols may not dissolve this compound efficiently due to the competing interactions.
  2. Non-polar solvents: Alkane-type solvents could promote better solubility thanks to favorable van der Waals interactions.

In practice, solubility can be influenced by factors such as temperature, pH, and the presence of other solutes. Thus, it is crucial to conduct solubility testing in various conditions to ascertain the compound's behavior comprehensively.

Interesting facts

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

3-chloro-1-(4-nitrophenyl)prop-2-en-1-one is an intriguing compound that has garnered attention in both organic chemistry and pharmaceutical research. Here are some key points that highlight its significance:

  • Functional Groups: This compound features multiple functional groups, including a chloro substituent and a nitrophenyl group, which contribute to its reactivity and biological activities.
  • Applications in Synthesis: It is often used as a building block in organic synthesis. The presence of the enone functionality makes it a versatile intermediate for creating more complex molecules.
  • Biological Activity: Compounds similar to this one have been studied for their potential anti-cancer and antimicrobial properties. The ability to modify the nitrophenyl group allows for the tuning of these bioactivities.
  • Research Interest: Scientists are exploring its use in creating new pharmaceuticals, as well as in material sciences, showcasing the compound’s broad applicability.
  • Mechanistic Studies: Due to its unique structure, it serves as an interesting subject for mechanistic studies in organic reactions, particularly those involving electrophilic and nucleophilic attack mechanisms.

In conclusion, 3-chloro-1-(4-nitrophenyl)prop-2-en-1-one not only serves as a crucial component in synthetic chemistry but also holds promise in medicinal chemistry and materials science. Its versatile nature exemplifies the fascinating world of chemical compounds and their potential applications.

Synonyms
C9H6ClNO3
3-chloro-4'-nitroacrylophenone
SCHEMBL2561308
DTXSID301269288
3-Chloro-1-(4-nitrophenyl)-2-propen-1-one