3-Oxabicyclo[3.1.0]hexane-2,4-dione, CAS No. 5617-74-3

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5617-74-3

Catalog No. EBD15752

CAS 5617-74-3

Name 3-Oxabicyclo[3.1.0]hexane-2,4-dione

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Basic Information

Synonyms: 3-oxabicyclo(3.1.0)hexane-2,4-dione 1,2-Cyclopropanedicarboxylicanhydride 3-Oxabicyclo[3.1.0]hexane-2,4-dione

Molecular Formula: C5H4O3

Molecular Weight: 112.08

MDL Number: MFCD00126929

Categories: Materials Chemistry > Polymers and Macromolecular Materials > Epoxy and Epoxy Resin Precursors Synthetic Chemistry > Organic Building Blocks > Other Organic Building Blocks

Product Description:

3-Oxabicyclo[3.1.0]hexane-2,4-dione is a bicyclic anhydride compound. Its structure features a fused oxirane (epoxide) ring and a succinic anhydride moiety, making it a highly reactive and strained molecule. This compound is primarily utilized as a key monomer or curing agent in the synthesis of advanced epoxy resins and polymers. The presence of both the anhydride and epoxide functional groups allows it to participate in ring-opening polymerization and cross-linking reactions, contributing to the formation of polymers with high thermal stability, chemical resistance, and specific mechanical properties. It serves as a precursor for specialty polymers used in high-performance coatings, adhesives, and composite materials. Due to its unique and reactive bicyclic structure, it also finds application as a specialized building block in organic synthesis, particularly for constructing complex molecular frameworks that incorporate both cyclic ether and carboxylic acid functionalities.

Physical Properties

Melting Point: 59-61 °C(lit.)

Boiling Point: 100-102 °C/5 mmHg(lit.)

Flash Point: 143.3 °C

Density: 1.567 g/cm3

Analytical Data

Appearance: white crystals or crystalline powder