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Malonate ion

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Identification
Molecular formula
C3H2O42-
CAS number
141-82-2
IUPAC name
propanedioate
State
State

At room temperature, the propanedioate ion exists in solution as part of its salts or as an acidic white crystalline solid when in the form of malonic acid.

Melting point (Celsius)
135.00
Melting point (Kelvin)
408.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
104.06g/mol
Molar mass
104.0610g/mol
Density
1.6190g/cm3
Appearence

The propanedioate (or malonate) ion commonly appears as a part of its salts, such as sodium malonate or in malonic acid. In its pure form as the acid, malonic acid presents as a crystalline solid with a white color.

Comment on solubility

Solubility of Propanedioate

Propanedioate, commonly known as malonate, features the chemical formula C3H4O4. Its solubility characteristics are essential for its application in various chemical processes.

Solubility in Water

Propanedioate demonstrates good solubility in water, which can be attributed to:

  • The presence of two carboxyl groups (-COOH) that can form hydrogen bonds with water molecules.
  • Its molecular structure allows for competitive interactions with water, enhancing its dissolution.

Solubility in Organic Solvents

While propanedioate is primarily soluble in water, it also exhibits varying solubility in organic solvents, including:

  • Moderate solubility in ethanol due to its polar nature.
  • Less solubility in non-polar solvents, such as hexane, due to the lack of significant intermolecular interactions.

Key Points to Remember

In summary, the solubility of propanedioate can be described as follows:

  • Highly soluble in water
  • Moderately soluble in ethanol
  • Poorly soluble in non-polar solvents

Understanding the solubility of propanedioate is crucial for its efficient use in synthetic organic chemistry and biological applications, where aqueous conditions are often prevalent.

Interesting facts

Interesting Facts about Propanedioate

Propanedioate, commonly known as malonate, is a fascinating compound with a variety of applications and unique properties that make it significant in both chemical research and practical uses. Here are some interesting insights:

  • Biochemical Role: Propanedioate plays a crucial role in metabolic processes, particularly in the form of malonyl-CoA, which is an essential building block in the biosynthesis of fatty acids and other compounds.
  • Versatile Intermediate: This compound is often utilized as a building block in organic synthesis. Chemists employ malonate esters to create a wide range of complex molecules, making it a valuable tool in the pharmaceutical and agricultural industries.
  • Applications in Medicine: Due to its structure, propanedioate derivatives are being explored for their potential therapeutic effects, including anti-inflammatory and anticancer properties.
  • Synthesis of Other Compounds: Propanedioate can undergo a variety of chemical reactions. It participates easily in reactions such as alkylation and condensation, allowing scientists to create numerous derivatives that contribute to various fields of study.
  • Environmental Impact: Research into the environmentally friendly applications of propanedioate, such as in the production of biodegradable polymers, is gaining attention. This aligns with the growing emphasis on sustainable chemistry practices.

In summary, propanedioate is not just a simple dicarboxylic acid; it embodies a range of functionalities and potential applications that make it a noteworthy subject of study in the realms of organic chemistry and biochemistry. As one researcher put it, "The versatility of propanedioate makes it a compound with endless possibilities for innovation."

Synonyms
Propanedioate
malonate
MALONATE ION
Malonate dianion
156-80-9
Malonic acid, ion(2-)
Propanedioic acid, ion(2-)
Malonate ion(2-)
4N2NU7R76L
CHEMBL359504
malonate(2-)
BRN 3904386
malo
malonyl
Sodium; Malonate
UNII-4N2NU7R76L
1,3-dioxidopropane-1,3-dione
CHEBI:15792
DTXSID10166020
(-)OOC-CH2-COO(-)
OFOBLEOULBTSOW-UHFFFAOYSA-L
BDBM50159797
DB02201
DB-221779
A807815
Q27093252