Cyclopropane-1,1-dicarboxylic acid CASNO:598-10-7

Key Chemical and Physical Properties

CAS Number: 598-10-7

Molecular Formula: 𝐶5𝐻6𝑂4

Molecular Weight: 130.10 g/mol

Appearance: White to almost white powder to crystals

Melting Point: 137.0 to 143.0 °C (other sources cite 134-136 °C)

Solubility: Soluble in water (faint turbidity), soluble in methanol (1 g/10 mL)

Structure: A 3-membered ring (highly strained) with two carboxyl groups on the same carbon

Synonyms

1,1-Cyclopropanedicarboxylic acid

1-Carboxycyclopropanecarboxylic acid

Ethylenemalonic acid

Cyclopropan-1,1-dicarboxylic acid

NSC 626865

Vinaconic acid

Uses and Applications

Pharmaceutical Intermediates: Primarily used in the manufacturing of APIs, including:

Aminopentamide Sulphate

Montelukast

Ketorolac

Synthesis of Heterocycles: Used to create heterocyclic derivatives containing thiadiazole and 1,2,4-triazole moieties.

Chemical Synthesis: Acts as a building block in organic synthesis for spiro-cyclopropyl metallocycles and various cyclopropanecarboxamides.

Agricultural Chemical Synthesis: Used to prepare compounds with antifungal activity.

Biochemical Research: Serves as an inhibitor of 1-aminocyclopropane-1-carboxylic acid oxidase, which is involved in plant ethylene biosynthesis.

Specialty Chemicals: Employed in the production of specialty polymers to enhance flexibility and thermal stability.

Safety and Handling

• GHS Classification: Corrosive (Class 8).
• Hazard Statements: H314: Causes severe skin burns and eye damage.
• Storage: Store in a dry, sealed, room temperature environment.

Cyclopropane-1,1-dicarboxylic acid (CAS 598-10-7) is a cyclic dicarboxylic acid and a versatile intermediate in organic synthesis, primarily used in the pharmaceutical industry for the production of Active Pharmaceutical Ingredients (APIs) such as Montelukast, Ketorolac, and Aminopentamide Sulfate. It is characterized by a three-membered cyclopropane ring with two carboxylic acid groups on the first carbon.