CAS 2455-24-5 Tetrahydrofurfuryl Methacrylate, (stabilized with MEHQ)

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Tetrahydrofurfuryl Methacrylate, (stabilized with MEHQ)

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Catalog Number

ACM2455245-3

CAS Number

2455-24-5

Product Name

Tetrahydrofurfuryl Methacrylate, (stabilized with MEHQ)

Structure

Category

Polymers

Description

Liquid

IUPAC Name

oxolan-2-ylmethyl 2-methylprop-2-enoate

Molecular Weight

170.21g/mol

Molecular Formula

C9H14O3

Canonical SMILES

CC(=C)C(=O)OCC1CCCO1

InChI

InChI=1S/C9H14O3/c1-7(2)9(10)12-6-8-4-3-5-11-8/h8H,1,3-6H2,2H3

InChI Key

LCXXNKZQVOXMEH-UHFFFAOYSA-N

Boiling Point

59-62 °C at 0.080 kPa (0.6 mm Hg)

Application

Tetrahydrofurfuryl Methacrylate (THFMA), a clear liquid with a slight yellow hue and stabilized with MEHQ, serves a diverse range of applications in various fields. Primarily utilized in dental materials, such as crown and bridge products, and in the formulation of artificial nails, THFMA is a methacrylic component that significantly enhances the properties of these products. Beyond these uses, it plays a substantial role in advanced manufacturing techniques, particularly as a biobased reactive diluent in 3D printing. By reducing the viscosity of acrylated epoxidized soybean oil (AESO) in stereolithography, it supports faster and more efficient printing processes. Furthermore, its inclusion in resin formulations contributes to improved weldability, repairability, shape memory, and reprocessability, making it ideal for dynamic, thermo-responsive applications. Research into poly(tetrahydrofurfuryl methacrylate) [P(THFMA)] has highlighted its potential as a biomaterial for articular cartilage repair due to its unique biocompatibility and behavior when in contact with water. Derived from renewable resources through the chemical modification of furfural from hemicellulose, THFMA supports sustainable development in both traditional and innovative applications.

Complexity

186

Covalently-Bonded Unit Count

EC Number

219-529-5

Exact Mass

170.094294g/mol

Formal Charge

Heavy Atom Count

MeSH Entry Terms

methacrylic acid tetrahydrofurfuryl ester;tetrahydrofurfuryl methacrylate;THFM-A

Monoisotopic Mass