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diethyl furfurylidenemalonate

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Identification
Molecular formula
C13H14O5
CAS number
140-10-3
IUPAC name
diethyl 2-(2-furylmethylene)propanedioate
State
State

Diethyl 2-(2-furylmethylene)propanedioate is typically in a liquid state at room temperature. However, it can form crystalline solids under certain conditions due to its melting point being close to room temperature.

Melting point (Celsius)
38.00
Melting point (Kelvin)
311.15
Boiling point (Celsius)
315.00
Boiling point (Kelvin)
588.15
General information
Molecular weight
224.25g/mol
Molar mass
224.2220g/mol
Density
1.1205g/cm3
Appearence

Diethyl 2-(2-furylmethylene)propanedioate typically appears as a colorless to yellowish liquid. It might also be encountered as a pale yellow solid depending on the conditions, as it tends to crystallize at lower temperatures.

Comment on solubility

Solubility of Diethyl 2-(2-furylmethylene)propanedioate

Diethyl 2-(2-furylmethylene)propanedioate, a compound featuring a furan ring, exhibits unique solubility characteristics influenced by its molecular structure. Understanding its solubility is crucial for applications in organic synthesis and pharmaceutical formulations.

General Solubility Behavior

When considering the solubility of this compound, several key factors come into play:

  • Polarity: The presence of ester functional groups generally increases solubility in polar solvents.
  • Steric Hindrance: The bulkiness of the diethyl groups can hinder solubility in highly polar environments.
  • Temperature Dependence: Solubility often increases with temperature, allowing for better dissolution in hot solvents.

Solvents

Diethyl 2-(2-furylmethylene)propanedioate is expected to have varied solubility based on the solvent choice:

  • Apolar Solvents: May exhibit limited solubility due to the lack of polar interactions.
  • Polar Aprotic Solvents: Such as acetone or ethyl acetate, could enhance solubility due to better interaction with ester groups.
  • Hydrophilic solvents: May be less effective due to steric hindrance from the diethyl groups.

“Knowing the solubility is essential for effective use in reactions and formulations.” Thus, careful consideration of these properties is integral in manipulating the compound's behavior in various chemical contexts.

Interesting facts

Interesting Facts about Diethyl 2-(2-Furylmethylene)propanedioate

Diethyl 2-(2-furylmethylene)propanedioate is a fascinating compound with a variety of intriguing properties and applications. Here are some interesting highlights:

  • Structural Characteristics: This compound contains a unique furylmethylene moiety. The furan ring adds aromatic character, which can be pivotal in influencing reactivity and stability.
  • Versatile Reactions: It plays an essential role in organic synthesis, particularly in the formation of various derivatives through reactions such as aldol condensation and Michael addition.
  • Biological Relevance: Compounds containing furan groups are well known for exhibiting significant biological activity, thus making diethyl 2-(2-furylmethylene)propanedioate a candidate for medicinal chemistry research.
  • Use in Material Science: The compound may be explored for applications in creating novel materials, especially in the fields of polymers and nanocomposites.
  • Historical Context: The interest in furyl derivatives has persisted since the early studies in organic chemistry, with researchers continuously uncovering new aspects of their chemistry and applications.

In conclusion, diethyl 2-(2-furylmethylene)propanedioate is not just a compound with a complex name; it embodies a rich history of research and applications that extends across various scientific fields. Its potential is impressive, awaiting further exploration and discovery!

Synonyms
17448-96-3
Diethyl furfurylidenemalonate
Diethyl 2-(furan-2-ylmethylene)malonate
MALONIC ACID, FURFURYLIDENE-, DIETHYL ESTER
A6EE0FM7AQ
EINECS 241-463-0
NSC 406758
BRN 0211365
AI3-05656
Propanedioic acid, (2-furanylmethylene)-, diethyl ester
UNII-A6EE0FM7AQ
NSC-406758
NSC-643042
Propanedioic acid, 2-furfurylidene-, diethyl ester
DTXSID00169828
5-18-07-00090 (Beilstein Handbook Reference)
PROPANEDIOIC ACID, 2-(2-FURANYLMETHYLENE)-, 1,3-DIETHYL ESTER
DTXCID1092319
Propanedioic acid, (2-furanylmethylene)-, diethyl ester (9CI)
241-463-0
DIETHYL FURFURYLIDENE MALONATE
Diethyl 2-furfurylidenemalonate
diethyl 2-(furan-2-ylmethylidene)propanedioate
2-Furfurylidenemalonic acid diethyl ester
NSC643042
1,3-diethyl 2-[(furan-2-yl)methylidene]propanedioate
diethyl 2-(2-furylmethylene)propane-1,3-dioate
SCHEMBL11781592
IRUZVWQOYLRAQX-UHFFFAOYSA-N
WLN: T5OJ B1UYVO2&VO2
NSC406758
SBB001568
STK795755
Diethyl 2-(2-furylmethylene)malonate
AKOS001748410
diethyl 2-(2-furylmethylene)propanedioate
ST047502
DB-351185
diethyl (furan-2-ylmethylidene)propanedioate
NS00025735
2-(furan-2-yl-methylene)-propanedioic acid diethyl ester