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Methyl 2-(3,5-dioxo-4-phenyl-tetrahydrofuran-2-ylidene)-2-phenyl-acetate

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Identification
Molecular formula
C20H16O4
CAS number
7474-15-7
IUPAC name
methyl 2-(3,5-dioxo-4-phenyl-tetrahydrofuran-2-ylidene)-2-phenyl-acetate
State
State
The compound is a solid at room temperature, typically found as a crystalline powder with a relatively high melting point.
Melting point (Celsius)
158.00
Melting point (Kelvin)
431.15
Boiling point (Celsius)
325.00
Boiling point (Kelvin)
598.15
General information
Molecular weight
322.33g/mol
Molar mass
322.3250g/mol
Density
1.2300g/cm3
Appearence

The compound is a white to off-white crystalline powder that is often used in organic synthesis. It may appear slightly yellowish depending on its purity and the surrounding environmental conditions.

Comment on solubility

Solubility of Methyl 2-(3,5-dioxo-4-phenyl-tetrahydrofuran-2-ylidene)-2-phenyl-acetate

The solubility of methyl 2-(3,5-dioxo-4-phenyl-tetrahydrofuran-2-ylidene)-2-phenyl-acetate (C20H16O4) can be influenced by various factors, reflecting its complex molecular structure. Here are some key points to consider:

  • Polarity: The presence of both carbonyl (C=O) groups and an ester functional group suggests that the compound may exhibit polar characteristics. This could lead to moderate solubility in polar solvents like ethanol or methanol.
  • Hydrophobic Regions: The extensive phenyl groups in the structure indicate significant hydrophobic characteristics, which may limit solubility in water, leading to poor solubility in aqueous environments.
  • Interactions: The potential for hydrogen bonding due to the carbonyl groups may enhance solubility in certain organic solvents. As such, it is likely to be more soluble in non-polar to slightly polar organic solvents such as dichloromethane or ethyl acetate.
  • Temperature Effect: Solubility can also be temperature-dependent; increasing temperature typically increases solubility for many compounds, which may apply here.

Overall, while methyl 2-(3,5-dioxo-4-phenyl-tetrahydrofuran-2-ylidene)-2-phenyl-acetate may exhibit interesting solubility properties, it is crucial to conduct empirical investigations to determine its exact behavior in various solvents. This nuanced approach allows for a better understanding of its practical applications in chemical processes.

Interesting facts

Methyl 2-(3,5-dioxo-4-phenyl-tetrahydrofuran-2-ylidene)-2-phenyl-acetate

Methyl 2-(3,5-dioxo-4-phenyl-tetrahydrofuran-2-ylidene)-2-phenyl-acetate is a fascinating compound with a rich structure that offers numerous opportunities for exploration in both synthetic and medicinal chemistry. Below are some interesting highlights about this compound:

  • Structural Complexity: This compound contains a unique tetrahydrofuran ring fused with diketone functionalities, establishing a framework that is often explored in the design of pharmaceuticals.
  • Potential Biological Activity: Compounds with similar structures have been investigated for their potential bioactivity, including anti-inflammatory and anticancer properties.
  • Synthetic Routes: The synthesis of this compound can involve various methodologies, including the use of Michael additions and cycloaddition reactions, showcasing the versatility of organic synthesis techniques.
  • Applications in Organic Chemistry: The functional groups within this compound make it a great candidate for further chemical modifications, opening pathways to create derivatives with altered properties and activities.
  • Intriguing Interactions: The presence of the phenyl groups suggests possible π-π stacking interactions, which can lead to unique stacking arrangements in solid-state forms of the compound.
  • Chemical Reactivity: The diketone moieties present in this compound may participate in various reactions, such as aldol condensations and electrophilic aromatic substitutions, facilitating its role in organic reactions.

As described by one prominent chemist, *"The beauty of organic chemistry often lies not just in the products we create, but in the intricate pathways and possibilities laid out by the structures we study."* The exploration of methyl 2-(3,5-dioxo-4-phenyl-tetrahydrofuran-2-ylidene)-2-phenyl-acetate exemplifies this sentiment, proving that even the simplest of compounds can harbor complex and captivating characteristics.

Synonyms
Spectrum_000453
Spectrum2_000797
Spectrum3_001120
Spectrum4_001961
KBioGR_002426
KBioSS_000933
DivK1c_000754
SPBio_000934
KBio1_000754
KBio2_000933
KBio2_003501
KBio2_006069
KBio3_002080
NINDS_000754
Q27189557
2-(3,5-dioxo-4-phenyl-2-oxolanylidene)-2-phenylacetic acid methyl ester
methyl 2-[(2E)-3,5-dioxo-4-phenyloxolan-2-ylidene]-2-phenylacetate