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Dimethyl 2,3-diacetoxybut-2-enedioate

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Identification
Molecular formula
C10H14O8
CAS number
131114-85-7
IUPAC name
dimethyl 2,3-diacetoxybut-2-enedioate
State
State

At room temperature, dimethyl 2,3-diacetoxybut-2-enedioate is generally found in a liquid state. It has a slightly oily feel and may have a faint, characteristic odor.

Melting point (Celsius)
-10.00
Melting point (Kelvin)
263.15
Boiling point (Celsius)
308.50
Boiling point (Kelvin)
581.65
General information
Molecular weight
262.22g/mol
Molar mass
262.2170g/mol
Density
1.2160g/cm3
Appearence

Dimethyl 2,3-diacetoxybut-2-enedioate is typically a colorless to light yellow liquid under standard conditions. It can sometimes appear slightly oily in texture.

Comment on solubility

Solubility of Dimethyl 2,3-diacetoxybut-2-enedioate

Dimethyl 2,3-diacetoxybut-2-enedioate, also known as a complex ester, exhibits intriguing solubility characteristics that can be influenced by a variety of factors:

  • Polarity: Due to the presence of multiple acetoxy groups, the compound is relatively polar, which generally enhances its solubility in polar solvents such as water and alcohols.
  • Solvent Interactions: It is soluble in organic solvents like ethanol and acetone, which can facilitate hydrogen bonding and dipole-dipole interactions.
  • Temperature Effects: The solubility tends to increase with temperature, providing greater energy to overcome the intermolecular forces present in the solid state.

As with many organic compounds, it is essential to note that the solubility can vary significantly based on the solvent environment. For instance, in less polar solvents, the solubility may decrease considerably. In laboratory settings, solubility tests can be performed to determine the effective dissolution of dimethyl 2,3-diacetoxybut-2-enedioate in various solvents.

In summary, understanding the solubility of this compound not only aids in its practical applications but also sheds light on its behavior in various chemical reactions and synthesis pathways.

Interesting facts

Interesting Facts about Dimethyl 2,3-Diacetoxybut-2-enedioate

Dimethyl 2,3-diacetoxybut-2-enedioate is a fascinating compound that belongs to the class of α,β-unsaturated esters. Its unique structure gives it several intriguing properties and potential applications:

  • Versatile Synthesis: This compound can be synthesized through various methods, most commonly via the reaction of acetic anhydride with dimethyl fumarate. This versatility makes it an interesting subject for organic synthesis enthusiasts.
  • Precursor for Complex Molecules: Dimethyl 2,3-diacetoxybut-2-enedioate acts as an important intermediate in the synthesis of more complex organic compounds, including various pharmaceuticals and natural products.
  • Reactivity: The α,β-unsaturation of this compound allows it to participate in various chemical reactions, such as Michael additions and Diels-Alder reactions, making it valuable in organic chemistry.
  • Biological Relevance: Compounds with similar structures have been studied for their potential biological activities, including anti-cancer and anti-inflammatory properties, which adds to the interest in this compound.
  • Environmental Impact: Understanding the behavior of such compounds in different environments is crucial, as they can sometimes serve as pollutants. Research in this area is ongoing to mitigate potential ecological risks.

In conclusion, dimethyl 2,3-diacetoxybut-2-enedioate fascinates chemists not only for its synthetic utility but also for its potential applications in medicine and environmental science. The ability to manipulate its structure allows chemists to explore new pathways in synthetic chemistry.

Synonyms
130-84-7
dimethyl 2,3-diacetoxyfumarate
Diacetoxy-fumaric acid dimethyl ester