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3-Methyltetrahydrofuran-2,5-dione

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Identification
Molecular formula
C5H6O3
CAS number
1193-55-1
IUPAC name
3-methyltetrahydrofuran-2,5-dione
State
State

At room temperature, 3-methyltetrahydrofuran-2,5-dione is typically found in a solid state.

Melting point (Celsius)
88.00
Melting point (Kelvin)
361.15
Boiling point (Celsius)
243.10
Boiling point (Kelvin)
516.25
General information
Molecular weight
114.12g/mol
Molar mass
114.1150g/mol
Density
1.1702g/cm3
Appearence

3-Methyltetrahydrofuran-2,5-dione is typically a white powder or crystalline solid. It may also appear as a transparent liquid under certain conditions.

Comment on solubility

Solubility of 3-methyltetrahydrofuran-2,5-dione

3-methyltetrahydrofuran-2,5-dione, often referred to as a diketone, possesses interesting solubility characteristics that are essential for its potential applications. Understanding the solubility of this compound can help in various fields including organic synthesis and pharmaceuticals.

  • Polar Nature: The compound's structure indicates that it contains polar functional groups, which often enhances its solubility in polar solvents.
  • Solvent Compatibility: 3-methyltetrahydrofuran-2,5-dione is generally soluble in organic solvents such as:
    • Ethyl acetate
    • Acetone
    • Dichloromethane
    • Alcohols
  • Limited Water Solubility: However, its solubility in water is relatively low, which is common among many organic compounds that do not form strong hydrogen bonds with water.
  • Concentration Dependence: The solubility may increase with temperature, which is an important consideration when preparing solutions of this compound.

In summary, while 3-methyltetrahydrofuran-2,5-dione is compatible with various organic solvents, its limited solubility in water highlights the need for careful selection of solvents in practical applications. Ensuring optimal solubility is crucial for maximizing its effectiveness in any intended usage.

Interesting facts

Interesting Facts about 3-Methyltetrahydrofuran-2,5-dione

3-Methyltetrahydrofuran-2,5-dione is a fascinating compound noteworthy for several reasons:

  • Structural Diversity: This compound features a unique tetrahydrofuran ring, which is a five-membered ring containing four carbon atoms and one oxygen atom. The presence of a methyl group adds to the compound's structural complexity.
  • Reactivity: Being a dione, this compound contains two ketone functional groups, making it highly reactive. This reactivity can be leveraged in various synthetic pathways in organic chemistry.
  • Biological Significance: Compounds similar to 3-methyltetrahydrofuran-2,5-dione often exhibit interesting biological activities, potentially serving as precursors to pharmaceuticals or as intermediates in biosynthetic pathways.
  • Material Science: Tetrahydrofuran derivatives have been researched for their potential applications in material sciences, particularly in the development of new polymers or solvents.
  • Synthetic Utility: This compound can be utilized in the synthesis of other important organic compounds, demonstrating its utility in synthetic organic chemistry.

In the words of chemist Sir Derek Barton, “The aim of synthesis is to create a compound possessing properties which challenge the imagination.” 3-Methyltetrahydrofuran-2,5-dione certainly fits this mold, offering chemists a variety of avenues to explore its potential.

Synonyms
Methylsuccinic anhydride
3-methyloxolane-2,5-dione
3-Methylsuccinic anhydride
2,5-Furandione, dihydro-3-methyl-
EINECS 223-870-5
NSC 65437
AI3-11208
CHEBI:87587
DTXSID10871900
3,4-Dihydro-3-methyl-2,5-furandione
DTXCID60819514
223-870-5
dfatxmylkpcscx-uhfffaoysa-n
4100-80-5
3-methyldihydrofuran-2,5-dione
Pyrotartaric anhydride
2-Methylsuccinic anhydride
Methylsuccinicanhydride
Succinic anhydride, methyl-
PYROTATARIC ANHYDRIDE
MFCD00005527
3-Methyldihydrofuran-2,5-dione;3-Methyldihydrofuran-2,5-dione
83247-83-0
1-Pyrotartaric anhydride
methyl succinic anhydride
methyl-succinic anhydride
2, dihydro-3-methyl-
methylsuccinic acid anhydride
NCIOpen2_000303
SCHEMBL135300
Methylsuccinic anhydride, 98%
3-Methyldihydro-2,5-furandione #
3-Methyltetrahydrofuran-2,5-dione
CS-Z0015
GAA97320
NSC43978
NSC65437
NSC-43978
NSC-65437
AKOS009157111
ANHYDRIDE OF MONOMETHYL SUCCINATE
FM139157
SY113513
DB-013738
DB-049697
NS00048840
EN300-51761
2-Methylsuccinic anhydride;Methylsuccinic anhydride
Q27159753