Itaconic acid

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Identification

Molecular formula
C5H6O4
CAS Number
97-65-4
IUPAC Name
2-methylbut-2-enedioic acid
Molecular Weight
130.10g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.6320g/cm3
Synonyms
Citronic acid, Methylfumaric acid
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.”

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