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Ethyl 3-(1,3-benzodioxol-5-yl)-2-cyano-prop-2-enoate

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Identification
Molecular formula
C13H11NO4
CAS number
42454-15-3
IUPAC name
ethyl 3-(1,3-benzodioxol-5-yl)-2-cyano-prop-2-enoate
State
State

At room temperature, Ethyl 3-(1,3-benzodioxol-5-yl)-2-cyano-prop-2-enoate is typically in a solid state.

Melting point (Celsius)
102.00
Melting point (Kelvin)
375.15
Boiling point (Celsius)
325.00
Boiling point (Kelvin)
598.15
General information
Molecular weight
245.24g/mol
Molar mass
245.2410g/mol
Density
1.2345g/cm3
Appearence

Ethyl 3-(1,3-benzodioxol-5-yl)-2-cyano-prop-2-enoate appears as a crystalline solid with a pale yellow to white color. It is typically available as a powder that may clump together.

Comment on solubility

Solubility of Ethyl 3-(1,3-benzodioxol-5-yl)-2-cyano-prop-2-enoate

The solubility of ethyl 3-(1,3-benzodioxol-5-yl)-2-cyano-prop-2-enoate can be quite intriguing due to its complex structure, which includes both hydrophobic and hydrophilic components. Solubility is influenced by several factors:

  • Polarity: The presence of the cyano group (–C≡N) suggests a degree of polarity that can assist in solubility in polar solvents, albeit the overall structure leans towards hydrophobicity due to the ethyl and benzodioxole moieties.
  • Solvent Interaction: This compound is expected to be soluble in organic solvents such as ethanol and acetone; however, its solubility in water is likely limited.
  • Temperature Dependency: Like many organic compounds, its solubility is likely to increase with temperature, allowing better dissolution in solvents.
  • Concentration: At higher concentrations, solubility might reach a saturation point beyond which further dissolution would be negligible.

In summary, one might consider that while ethyl 3-(1,3-benzodioxol-5-yl)-2-cyano-prop-2-enoate is soluble in certain organic solvents, it may struggle to dissolve effectively in polar solvents like water due to its overall structural characteristics.

Interesting facts

Introduction to Ethyl 3-(1,3-benzodioxol-5-yl)-2-cyano-prop-2-enoate

Ethyl 3-(1,3-benzodioxol-5-yl)-2-cyano-prop-2-enoate is a fascinating compound in the realm of organic chemistry, particularly for its structural elegance and potential applications in various fields.

Chemical Structure and Significance

This compound can be classified as an ethyl ester of a cyanoacrylate, having a unique combination of functional groups that contribute to its characteristics. Notably, the presence of the 1,3-benzodioxole moiety imparts intriguing chemical properties.

  • Versatile Synthesis: The compound can be synthesized through a variety of pathways, making it a subject of interest for synthetic chemists. This flexibility allows for modifications that can lead to tailored properties for specific applications.
  • Potential Biological Activity: There is an increasing interest in the biological activity of compounds containing a cyano group. This functional group is known for its potential in exhibiting anti-cancer and anti-inflammatory properties.
  • Use in Drug Development: The structure of ethyl 3-(1,3-benzodioxol-5-yl)-2-cyano-prop-2-enoate positions it as a candidate for further investigation in drug development and pharmaceutical chemistry.

Applications and Research

Owing to its unique structure, this compound holds promise in multiple areas:

  • Material Science: Its properties may make it useful in the formulation of advanced materials, particularly in polymers where cyanoacrylate functionalities are known to enhance adhesive strength.
  • Natural Products Chemistry: There is ongoing research into its potential as a scaffold for designing new derivatives that could mimic natural products with significant biological activity.
  • Analytical Chemistry: The compound can also serve as a calibration standard in high-performance liquid chromatography (HPLC) due to its distinct retention characteristics.

In conclusion, ethyl 3-(1,3-benzodioxol-5-yl)-2-cyano-prop-2-enoate is more than just a chemical entity; it is a gateway to numerous scientific explorations. The intersection of synthetic innovation and biological research surrounding this compound continues to inspire scientists and chemists in their quest for new discoveries.

Synonyms
MFCD00022988
ethyl (2E)-3-(2H-1,3-benzodioxol-5-yl)-2-cyanoprop-2-enoate
SCHEMBL8366345
ethyl 3-(1,3-benzodioxol-5-yl)-2-cyanoprop-2-enoate
DTXSID801222233
AKOS025243233
SY024136
DB-046009
Ethyl 3-(1,3-benzodioxol-5-yl)-2-cyano-2-propenoate
ethyl 3-(2H-1,3-benzodioxol-5-yl)-2-cyanoprop-2-enoate
ethyl (E)-3-(1,3-benzodioxol-5-yl)-2-cyano-prop-2-enoate