1,1-Cyclopropanedicarboxylic Acid

Name: 1,1-Cyclopropanedicarboxylic Acid
SKU: ACM598107
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Catalog NumberACM598107

CAS Number598-10-7

CategoryMonomers

IUPAC Name

cyclopropane-1,1-dicarboxylic acid

Molecular Weight

130.1g/mol

Molecular Formula

C5H6O4

Canonical SMILES

C1CC1(C(=O)O)C(=O)O

InChI

InChI=1S/C5H6O4/c6-3(7)5(1-2-5)4(8)9/h1-2H2,(H,6,7)(H,8,9)

InChI Key

FDKLLWKMYAMLIF-UHFFFAOYSA-N

Application

1,1-Cyclopropanedicarboxylic Acid, a white to almost white crystalline powder, serves several important roles in chemical synthesis and research. Primarily, it is utilized as an inhibitor of 1-aminocyclopropane-1-carboxylic acid oxidase, a function which has been quantified in Lycopersicum esculentum using HPLC-electrospray tandem mass spectrometry. Moreover, its structural properties have been well-documented, providing a foundation for its use in preparing innovative heterocyclic derivatives, such as those containing thiadiazole and 1,2,4-triazole moieties, as well as spiro-cyclopropyl metallocycles. Additionally, this compound acts as a building block for synthesizing cyclopropanecarboxamides, which are noted for their antifungal activity, thereby highlighting its versatility and utility in various chemical applications.

Complexity

152

Covalently-Bonded Unit Count

EC Number

209-917-2

Exact Mass

130.026609g/mol

Formal Charge

Heavy Atom Count

MeSH Entry Terms

1,1-cyclopropanedicarboxylate;CPrDCA

Monoisotopic Mass