5-Oxohexahydro-2,6-methanofuro[3,2-b]furan-3-yl methacrylate
[CAS# 274248-05-4]

Identification

• Name: 5-Oxohexahydro-2,6-methanofuro[3,2-b]furan-3-yl methacrylate
• Synonyms: (5-oxo-4,8-dioxatricyclo[4.2.1.03,7]nonan-2-yl) 2-methylprop-2-enoate
• Molecular Formula: C₁₁H₁₂O₅
• Molecular Weight: 224.21
• CAS Registry Number: 274248-05-4
• SMILES: CC(=C)C(=O)OC1C2CC3C(C1OC3=O)O2

Discovory and Applicatios

5-Oxohexahydro-2,6-methylenefurano[3,2-b]furan-3-yl methacrylate, commonly abbreviated as OHMFA, was synthesized via an innovative chemical route aimed at exploring new monomers for polymerization. Its synthesis involves the reaction of methacrylic acid derivatives with specific cyclic compounds to form stable ester bonds. This process ensures the stability of the compound and compatibility with subsequent polymerization reactions.

OHMFA is characterized by its fused furan ring structure, which gives it unique properties that are beneficial for polymer applications: the fused furan ring provides structural rigidity and stability to the polymer backbone, enhancing its mechanical strength and thermal stability; the methacrylate moiety (-CH2=C(CH3)-COO-) promotes polymerization via a free radical mechanism, enabling the synthesis of polymers with controlled molecular weight and well-defined structures.

OHMFA has a wide range of applications in polymer science and materials engineering: it is a versatile monomer that can be used to modify polymer properties, such as enhancing adhesion, improving surface properties, and imparting specific functionality; OHMFA is used to develop advanced materials, including coatings, adhesives, and composite matrices, where its thermal and mechanical properties can improve material quality; in biomedical and pharmaceutical research, OHMFA has been intensively studied for its potential in drug delivery systems and biocompatible polymers, highlighting its role in biomedical engineering and controlled-release applications.