Description

Tetrahydropyranyl Methacrylate (THPMA) is a high-purity, specialty monomer designed for advanced polymer synthesis and material science applications. With the molecular formula C₉H₁₄O₃ and CAS number 52858-59-0, this compound features a reactive methacrylate group coupled with a tetrahydropyranyl (THP) protecting group, offering unique reactivity and stability in polymerization processes. Its IUPAC name, oxan-2-yl 2-methylprop-2-enoate, reflects its structural precision. THPMA is ideal for controlled radical polymerization (ATRP, RAFT), photoresist formulations, and functional coatings due to its hydrolytic stability and tailored reactivity. Packaged under inert gas to ensure shelf stability, this monomer is rigorously tested for purity (≥98% by GC) and low inhibitors to meet the demands of researchers and industrial applications.

Properties

• CAS Number: 52858-59-0
• Complexity: 186
• IUPAC Name: tetrahydropyran-2-yl 2-methylprop-2-enoate
• InChI: InChI=1S/C9H14O3/c1-7(2)9(10)12-8-5-3-4-6-11-8/h8H,1,3-6H2,2H3
• InChI Key: QHGUPRQTQITEPO-UHFFFAOYSA-N
• Exact Mass: 170.094294304
• Molecular Formula: C9H14O3
• Molecular Weight: 170.21
• SMILES: CC(=C)C(=O)OC1CCCCO1
• Topological: 35.5
• Monoisotopic Mass: 170.094294304
• Synonyms: 52858-59-0, tetrahydropyranyl methacrylate, DTXSID20452941, DTXCID10403760, 2-Propenoic acid, 2-methyl-, tetrahydro-2H-pyran-2-yl ester, tetrahydro-2h-pyran-2-yl methacrylate, Oxan-2-yl 2-methylprop-2-enoate, SCHEMBL219412, SCHEMBL1225091, 2-Tetrahvdropyranyl methacrylate, 2-Tetrahydropyranyl Methacrylate, tetrahydropyran-2-yl methacrylate, AS-81005, DB-174118, CS-0111959, E81390

Application

Tetrahydropyranyl Methacrylate is widely used in polymer chemistry as a protected monomer for controlled radical polymerization techniques, enabling precise molecular weight control. Its THP group provides hydrolytic stability, making it suitable for aqueous or moisture-sensitive formulations. Applications include photoresists in microelectronics, dental composites, and specialty adhesives requiring tailored hydrophobicity.

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