CAS 1192-51-4

(±)-3-Methyl-2,4(3H,5H)-furandione

Description:

(±)-3-Methyl-2,4(3H,5H)-furandione, also known as maleic anhydride, is a cyclic anhydride derived from maleic acid. It is characterized by its colorless to pale yellow appearance and has a distinctive, pungent odor. This compound is a highly reactive electrophile, making it useful in various chemical reactions, particularly in the synthesis of polymers and as a building block in organic chemistry. It readily undergoes addition reactions with nucleophiles due to the presence of the anhydride functional group. (±)-3-Methyl-2,4(3H,5H)-furandione is soluble in organic solvents such as acetone and ether but has limited solubility in water. It is known for its applications in the production of resins, coatings, and as an intermediate in the synthesis of pharmaceuticals and agrochemicals. However, it is important to handle this compound with care, as it can be irritating to the skin, eyes, and respiratory system. Proper safety measures should be taken when working with this substance in a laboratory setting.

Formula: C₅H₆O₃

InChI: InChI=1S/C5H6O3/c1-3-4(6)2-8-5(3)7/h3H,2H2,1H3

InChI key: InChIKey=AWGPWASAORSKKR-UHFFFAOYSA-N

SMILES: CC1C(=O)COC1=O

Synonyms:

• 3-Methyl-2,4(3H,5H)-furandione
• 3-Methyl-2,4-furandione
• 2,4(3H,5H)-Furandione, 3-methyl-
• 2,4(3H,5H)-Furandione, 3-methyl-, (±)-
• Acetoacetic acid, 4-hydroxy-2-methyl-, γ-lactone