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Itaconic acid

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Identification
Molecular formula
C5H6O4
CAS number
97-65-4
IUPAC name
2-methylbut-2-enedioic acid
State
State

At room temperature, itaconic acid is typically in a solid state. Due to its high melting point, it remains solid under typical indoor temperature conditions.

Melting point (Celsius)
165.00
Melting point (Kelvin)
438.15
Boiling point (Celsius)
268.00
Boiling point (Kelvin)
541.15
General information
Molecular weight
130.10g/mol
Molar mass
130.0990g/mol
Density
1.6320g/cm3
Appearence

Itaconic acid appears as a white crystalline solid. These crystals are typically odorless and can be found in the form of a powder or granules.

Comment on solubility

Solubility of 2-methylbut-2-enedioic acid

2-methylbut-2-enedioic acid, known chemically as C5H6O4, exhibits distinct solubility characteristics that are important for its applications in various fields. This compound is categorized as a dicarboxylic acid due to the presence of two carboxylic acid functional groups (-COOH), which significantly influence its solubility in different solvents.

Solubility Profile:

  • Water: 2-methylbut-2-enedioic acid is highly soluble in water. The polar -COOH groups facilitate hydrogen bonding with water molecules, promoting its dissolution.
  • Organic Solvents: It shows variable solubility in organic solvents, depending on the solvent's polarity. Generally, it is less soluble in non-polar solvents due to its polar nature.
  • pH Dependency: The solubility can also be influenced by the pH of the solution; in acidic conditions, the acid remains undissociated, while in basic conditions, it can ionize, increasing its solubility.

Overall, the solubility properties of 2-methylbut-2-enedioic acid are essential to its function in chemical syntheses and biological systems. Its ability to dissolve readily in water makes it a versatile compound for various industrial processes. As noted in many chemical references, "solubility is a fundamental property that governs the behavior of compounds in different environments." Understanding these characteristics can lead to better applications and formulations in different chemical contexts.

Interesting facts

Interesting Facts about 2-Methylbut-2-enedioic Acid

2-Methylbut-2-enedioic acid, commonly known as mesaconic acid, is an intriguing compound within the realm of organic chemistry. Here are several captivating aspects of this compound:

  • Chemical Structure: This compound features a unique conjugated system which contributes to its characteristic reactivity. The presence of double bonds in the carboxylic acid makes it a target for various nucleophilic additions.
  • Natural Occurrence: Mesaconic acid can be found in small amounts in certain natural sources. One notable point of interest is its role in the biosynthesis pathway for specific amino acids.
  • Industrial Applications: Its derivatives serve as crucial building blocks for a variety of applications in the fields of polymers, pharmaceuticals, and agrochemicals.
  • Isomerism: This compound showcases geometric isomerism due to the presence of the C=C double bond, allowing for a deeper exploration into stereochemistry and its implications in reactivity.
  • Biochemical Significance: Mesaconic acid and its derivatives are studied for their biological activity, notably in microbial metabolism and potential therapeutic applications. It provides insight into metabolic processes.
  • Historical Context: The study of mesaconic acid has roots in examining its structural isomers, which piqued the interest of earlier chemists, and paved the way for advancements in organic synthesis.

In summary, 2-methylbut-2-enedioic acid is not just a simple compound but rather a pivotal player in both natural and applied chemistry. As emphasized by chemists, “Understanding such compounds unlocks the door to innovative applications and deeper biological insights.”

Synonyms
Citronic acid; Methylfumaric acid
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