Description
2-Propenoic acid, [1,1′-biphenyl]-4-ylmethyl ester (CAS No. 54140-58-8) is a high-purity specialty acrylate ester with the molecular formula C16H14O2. This compound, also known as (4-phenylphenyl)methyl prop-2-enoate by IUPAC nomenclature, features a biphenyl core functionalized with a reactive acrylate group, making it valuable for advanced polymer synthesis and material science applications. The product is supplied as a clear to pale yellow liquid with >95% purity (GC), packaged under inert gas to prevent premature polymerization. Its unique structure combines the photostability of biphenyl moieties with the crosslinking capability of acrylates, making it particularly useful in UV-curable coatings, adhesives, and specialty resins. Proper storage at 2-8°C with desiccant is recommended to maintain optimal stability.
Properties
- CAS Number: 54140-58-8
- Complexity: 271
- IUPAC Name: (4-phenylphenyl)methyl prop-2-enoate
- InChI: InChI=1S/C16H14O2/c1-2-16(17)18-12-13-8-10-15(11-9-13)14-6-4-3-5-7-14/h2-11H,1,12H2
- InChI Key: QBECDXJGYFRACA-UHFFFAOYSA-N
- Exact Mass: 238.099379685
- Molecular Formula: C16H14O2
- Molecular Weight: 238.28
- SMILES: C=CC(=O)OCC1=CC=C(C=C1)C2=CC=CC=C2
- Topological: 26.3
- Monoisotopic Mass: 238.099379685
- Synonyms: 54140-58-8, [1,1′-Biphenyl]-4-ylmethyl acrylate, 2-propenoic acid, [1,1′-biphenyl]-4-ylmethyl ester, para-phenylbenzyl acrylate, SCHEMBL2435314, QBECDXJGYFRACA-UHFFFAOYSA-N, DTXSID001342623, Acrylic acid biphenyl-4-ylmethyl ester, [1,1′-Biphenyl]-4-ylmethyl 2-propenoate, DB-372403, [1,1a(2)-Biphenyl]-4-ylmethyl 2-propenoate
Application
This bifunctional acrylate monomer serves as a key building block in photopolymerizable systems, particularly for high-performance coatings requiring enhanced UV stability. Researchers utilize it to modify polymer backbones for improved thermal resistance in electronic encapsulants. The compound shows promise in liquid crystal display technologies due to its mesogenic potential. Material scientists employ it as a crosslinker in specialty adhesives with demanding optical clarity requirements.
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