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Ethyl 2-cyano-3-(2-chlorophenyl)acrylate

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Identification
Molecular formula
C12H10ClNO2
CAS number
28133-82-8
IUPAC name
ethyl 3-(2-chlorophenyl)-2-cyano-prop-2-enoate
State
State
At room temperature, Ethyl 2-cyano-3-(2-chlorophenyl)acrylate is found in a solid state, usually in crude or purified crystal form.
Melting point (Celsius)
46.00
Melting point (Kelvin)
319.00
Boiling point (Celsius)
298.00
Boiling point (Kelvin)
571.00
General information
Molecular weight
235.67g/mol
Molar mass
235.6660g/mol
Density
1.2122g/cm3
Appearence

Ethyl 2-cyano-3-(2-chlorophenyl)acrylate typically appears as a white to off-white crystalline powder. It may also have a slight aromatic odor, associated with ester and chlorinated aromatic compounds.

Comment on solubility

Solubility of Ethyl 3-(2-chlorophenyl)-2-cyano-prop-2-enoate

The solubility of ethyl 3-(2-chlorophenyl)-2-cyano-prop-2-enoate can be attributed to its unique chemical structure, which influences its interaction with various solvents. Here are some key points to consider regarding its solubility:

  • Polar vs. Nonpolar Solvents: Due to the presence of polar functional groups, this compound is likely to exhibit greater solubility in polar solvents, such as ethanol and acetone, compared to nonpolar solvents like hexane.
  • Hydrogen Bonding: The cyano group (-C≡N) may engage in hydrogen bonding interactions, which further enhances its solubility in polar solvent systems.
  • Effect of Substituents: The presence of the 2-chlorophenyl substituent may influence solubility by enhancing the hydrophobic character of the compound, yet can also provide opportunities for unique solvation dynamics.
  • Temperature Dependency: Solubility is generally temperature-dependent; thus, increasing the temperature may lead to increased solubility in the appropriate solvents.

In summary, while the solubility of ethyl 3-(2-chlorophenyl)-2-cyano-prop-2-enoate can vary widely depending on factors like solvent choice and temperature, it predominantly favors solubility in polar environments due to its polar functional groups. Understanding these characteristics is crucial for applications in synthesis and formulation.

Interesting facts

Interesting Facts about Ethyl 3-(2-chlorophenyl)-2-cyano-prop-2-enoate

Ethyl 3-(2-chlorophenyl)-2-cyano-prop-2-enoate is a fascinating compound in the world of organic chemistry, particularly known for its role in the synthesis of various chemical intermediates. Here are some notable points about this compound:

  • Functional Groups: The structure of this compound includes significant functional groups such as a cyano group and an ester group. These functionalities make it a versatile building block for further chemical transformations.
  • Reactivity and Use: This compound can act as an important intermediate in the synthesis of pharmaceuticals and agrochemicals. Its reactivity makes it useful in nucleophilic substitution reactions and condensation reactions.
  • Analytical Techniques: Characterizing this compound can often involve chromatographic methods such as HPLC (High-Performance Liquid Chromatography) or NMR (Nuclear Magnetic Resonance), highlighting its importance in analytical chemistry.
  • Biological Activity: Compounds featuring similar aromatic chlorides have shown significant biological activities, making them subjects of interest for medicinal chemistry research.
  • Environmental Impact: The chlorinated portion of this molecule may raise questions regarding environmental sustainability, as chlorinated compounds can persist in the environment and may have ecological implications.

In summary, ethyl 3-(2-chlorophenyl)-2-cyano-prop-2-enoate is more than just a chemical formula; it is a compound with intricate properties and applications that underscore the wide-ranging implications of synthetic organic chemistry.

Synonyms
DTXSID101207361
3-(2-chlorophenyl)-2-cyano-2-propenoic acid ethyl ester
DTXCID201638759
24393-43-9
SCHEMBL10796295
ZAA39343
AKOS016038167
ethyl-3-(2-chlorophenyl)-2-cyanoacrylate
DS-013659
2-Propenoic acid,3-(2-chlorophenyl)-2-cyano-, ethyl ester