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Dimethyl fumarate

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Identification
Molecular formula
C6H8O4
CAS number
624-49-7
IUPAC name
dimethyl but-2-enedioate
State
State

At room temperature, dimethyl fumarate exists as a solid. It retains its crystalline form under standard atmospheric conditions and does not dissolve freely in water.

Melting point (Celsius)
102.00
Melting point (Kelvin)
375.15
Boiling point (Celsius)
190.00
Boiling point (Kelvin)
463.15
General information
Molecular weight
144.13g/mol
Molar mass
144.1270g/mol
Density
1.4290g/cm3
Appearence

Dimethyl fumarate is a colorless to white crystalline powder. It is rather coarse and dry to touch and tends to clump when compressed. The compound does not have a significant odor.

Comment on solubility

Solubility of Dimethyl But-2-enedioate

Dimethyl but-2-enedioate, also known by its IUPAC name, exhibits intriguing solubility characteristics that are worth exploring. This compound is part of the dicarboxylate ester family, which influences its interactions with various solvents.

Solubility Characteristics

  • Dimethyl but-2-enedioate is generally soluble in organic solvents such as ethanol, acetone, and diethyl ether.
  • Its solubility in water is limited due to the hydrophobic nature of the alkyl groups and the sterics associated with the double bond.
  • The compound displays polar characteristics due to the carboxylate groups, which can engage in hydrogen bonding with suitable solvents.

This dual nature allows dimethyl but-2-enedioate to dissolve effectively in non-polar environments while maintaining a degree of interaction with polar solvents. In practical applications, this solubility behavior is significant, as it impacts its usage in various chemical reactions and formulations. As a result, it is essential to consider the solvent environment when working with this compound.

Interesting facts

Interesting Facts about Dimethyl But-2-enedioate

Dimethyl But-2-enedioate, also known as dimethyl maleate, is a fascinating compound in the world of organic chemistry. This compound is part of the diester family, which makes it incredibly versatile in various applications. Here are some intriguing insights about this molecule:

  • Functional Group: As an ester, dimethyl but-2-enedioate exhibits unique reactivity due to the presence of its carbonyl (C=O) group, allowing it to participate in a myriad of chemical reactions including esterifications and transesterifications.
  • Synthesis: It can be synthesized through a straightforward process often involving the reaction of maleic anhydride with methanol, showcasing how simple starting materials can yield valuable products.
  • Applications: Its derivatives are widely used in the production of polymers, specifically as monomers in making polyester resins and as intermediates in organic syntheses. They have applications in the coatings, plastics, and adhesive industries.
  • Biological Relevance: While this compound lacks extensive natural occurrence, its derivatives can find their way into biological applications, such as potential use in drug delivery systems due to their ester nature.
  • Eco-friendly Considerations: The exploration of dimethyl but-2-enedioate in green chemistry has gained attention, as its reactivity opens doors to more sustainable practices in synthesis, potentially minimizing waste and harmful byproducts.

Chemistry isn’t just about reactions and formulas; it also encompasses the understanding of the properties and potential applications of compounds like dimethyl but-2-enedioate. As scientists continue to explore its capabilities, the future holds promise for further innovations and sustainable practices in chemical manufacturing.

Synonyms
dimethyl but-2-enedioate
23055-10-9
bis(methoxycarbonyl)ethene
CHEMBL3181998
LDCRTTXIJACKKU-UHFFFAOYSA-N
HMS3656G20
HMS3867L13
BCP21649
YAA05798
2-Butenedioicacid,1,4-dimethyl ester
AKOS025243814
Dimethylfumarate; DMF;BG-12 compound
NCGC00346639-01
SY004957
DB-054169
NS00099751