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Diethyl 2-(prop-2-ynyl)malonate

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Identification
Molecular formula
C10H14O4
CAS number
18380-55-7
IUPAC name
diethyl 2-prop-2-ynylpropanedioate
State
State

At room temperature, diethyl 2-(prop-2-ynyl)malonate is typically found as a liquid. This is influenced by its molecular structure, which does not allow for the close-packed arrangement required for a solid state at lower room temperatures. It retains its liquid state in standard conditions unless subjected to significant temperature variations.

Melting point (Celsius)
-52.00
Melting point (Kelvin)
221.15
Boiling point (Celsius)
230.00
Boiling point (Kelvin)
503.15
General information
Molecular weight
184.20g/mol
Molar mass
184.1960g/mol
Density
1.0225g/cm3
Appearence

Diethyl 2-(prop-2-ynyl)malonate appears as a colorless to pale yellow liquid. It may have a faint, sweet odor characteristic of many esters. The liquid form is due to its molecular structure, which includes ester functional groups that influence its physical state. Typically, the compound is stored in a closed container to prevent evaporation and contamination.

Comment on solubility

Solubility of Diethyl 2-Prop-2-ynylpropanedioate

Diethyl 2-prop-2-ynylpropanedioate, with the chemical formula C9H14O4, presents a unique solubility profile due to its molecular structure. Generally, the solubility of this compound can be characterized as follows:

  • Polar Solvents: It exhibits reasonable solubility in polar solvents such as water and alcohols. This is attributed to the presence of the ester functional groups which can interact favorably with polar molecules.
  • Non-Polar Solvents: Conversely, diethyl 2-prop-2-ynylpropanedioate is likely more soluble in non-polar solvents like hexane or diethyl ether due to its larger hydrophobic carbon backbone.
  • Temperature Dependency: The solubility can be influenced by temperature. Typically, increased temperature may enhance solubility in both types of solvents.
  • Saturation Limits: Care should be taken to note that while it may dissolve well in certain solvents, there are limits to saturation that are dependent on concentration and the specific solvent used.

In summary, the solubility of diethyl 2-prop-2-ynylpropanedioate reflects its chemical nature and interactions with different solvents, making it a versatile compound in various applications. Understanding its solubility characteristics is crucial for practical usage in chemical processes.

Interesting facts

Interesting Facts about Diethyl 2-prop-2-ynylpropanedioate

Diethyl 2-prop-2-ynylpropanedioate is a fascinating compound within the realm of organic chemistry, known for its intriguing structural characteristics and versatile applications. Here are some noteworthy facts:

  • Unique Structure: This compound features a diethyl ester functional group and an alkyne moiety, which makes it an important target for synthetic chemists interested in reaction mechanisms and functional group transformations.
  • Versatility in Synthesis: The compound serves as an essential building block in the synthesis of more complex organic molecules. Its configuration allows for various reactions, including nucleophilic substitutions and addition reactions.
  • Reactivity: Due to the presence of the alkyne group, diethyl 2-prop-2-ynylpropanedioate can easily participate in cross-coupling reactions, making it a valuable component in materials science and pharmaceuticals.
  • Applications in Research: Compounds featuring alkyne functionalities are extensively studied for their applications in drug discovery and catalysis. Diethyl 2-prop-2-ynylpropanedioate's reactivity profile is significant for developing innovative chemical processes.
  • Safety Considerations: As with many organic compounds, it is crucial to handle diethyl 2-prop-2-ynylpropanedioate with care. Adequate safety measures should be implemented during synthesis and experimentation to minimize exposure and ensure safe utilization.

Overall, diethyl 2-prop-2-ynylpropanedioate exemplifies the complexity and beauty of organic chemistry, serving as a bridge between fundamental studies and practical applications. As one dives deeper into its properties and reactivity, the potential for discovery and innovation becomes ever more exciting!

Synonyms
Diethyl 2-Propynylmalonate
605-851-7
17920-23-9
Diethyl 2-(prop-2-yn-1-yl)malonate
Diethyl propargylmalonate
diethyl 2-prop-2-ynylpropanedioate
2-Propynylmalonic acid diethyl ester
MFCD00091967
Propanedioic acid, 2-(2-propyn-1-yl)-, 1,3-diethyl ester
1,3-diethyl 2-(prop-2-yn-1-yl)propanedioate
MALONIC ACID, 2-PROPYNYL-, DIETHYL ESTER
USAF KF-9
Diethyl (mono) propargyl malonate
Propargylmalonic Acid Diethyl Ester
NSC 28575
BRN 1103668
Malonic acid, 2-(2-propynyl)-, diethyl ester
Diethyl2-(prop-2-yn-1-yl)malonate
diethyl propargyl-malonate
diethyl (2-propynyl)malonate
4-02-00-02303 (Beilstein Handbook Reference)
SCHEMBL5804056
diethyl prop-2-yn-1-ylmalonate
DTXSID90170781
ethyl 2-carboethoxy-4-pentynoate
FKXOELIKVUIBLP-UHFFFAOYSA-N
NSC28575
diethyl prop-2-yn-1-ylpropanedioate
NSC-28575
AKOS016012258
AS-70260
SY056515
CS-0045252
D4616
NS00121341
S11870