Description

Pentafluorophenylmethacrylate (CAS 13642-97-2) is a high-purity fluorinated monomer with the molecular formula C₁₀H₅F₅O₂ and IUPAC name (2,3,4,5,6-pentafluorophenyl) 2-methylprop-2-enoate. This specialty acrylate derivative features a reactive methacrylate group and a pentafluorophenyl ring, offering unique properties for advanced polymer synthesis and surface modification. Ideal for researchers developing fluorinated polymers, hydrophobic coatings, or high-performance materials, this compound exhibits excellent thermal stability and chemical resistance. Supplied as a clear liquid (or crystalline solid, depending on storage conditions), it is sensitive to light and moisture, requiring storage under inert atmosphere at recommended temperatures. Typical purity ≥97% (GC), with optional HPLC analysis available upon request.

Properties

• CAS Number: 13642-97-2
• Complexity: 306
• IUPAC Name: (2,3,4,5,6-pentafluorophenyl) 2-methylprop-2-enoate
• InChI: InChI=1S/C10H5F5O2/c1-3(2)10(16)17-9-7(14)5(12)4(11)6(13)8(9)15/h1H2,2H3
• InChI Key: NIJWSVFNELSKMF-UHFFFAOYSA-N
• Exact Mass: 252.02097021
• Molecular Formula: C10H5F5O2
• Molecular Weight: 252.14
• SMILES: CC(=C)C(=O)OC1=C(C(=C(C(=C1F)F)F)F)F
• Topological: 26.3
• Monoisotopic Mass: 252.02097021
• Synonyms: pentafluorophenyl methacrylate, 13642-97-2, Pentafluorophenylmethacrylate, Pentafluorophenyl-methacrylate, DTXSID00159784, 2-Propenoic acid, 2-methyl-, pentafluorophenyl ester, DTXCID1082275, poly(pentafluorophenyl methacrylate), pentafluorophenyl methacrylate homopolymer, 688-419-0, (2,3,4,5,6-pentafluorophenyl) 2-methylprop-2-enoate, 2-Propenoic acid, 2-methyl-, 2,3,4,5,6-pentafluorophenyl ester, pentafluorophenyl 2-methylprop-2-enoate, 2,3,4,5,6-pentafluorophenyl 2-methylprop-2-enoate, Pentafluorophenyl Methacrylate (stabilized with MEHQ), Pentafluorophenyl methacrylate,95%, MFCD00042332, Methacrylic Acid Pentafluorophenyl Ester, SCHEMBL93927, 13842-97-2, NIJWSVFNELSKMF-UHFFFAOYSA-N, BBL101899, SBB101073, STL555696, AKOS015837635, MS-20318, CS-0121520, P2289, 2,3,4,5,6-Pentafluorophenyl 2-methylacrylate, 2-Methylpropenoic acid, pentafluorophenyl ester, D92198, Pentafluorophenyl Methacrylate, >/=97%,stabilized with MEHQ, Pentafluorophenyl methacrylate, contains MEHQ as inhibitor, 95%, 111886-03-4

Application

Pentafluorophenylmethacrylate is widely used in the synthesis of fluorinated polymers for hydrophobic coatings, low-surface-energy materials, and specialty adhesives. Its pentafluorophenyl group enables unique reactivity in click chemistry applications and post-polymerization modifications. Researchers utilize this monomer to create advanced materials for microelectronics, biomedical devices, and anti-fouling surfaces.

Safety and Hazards

GHS Hazard Statements

• H226 (33.3%): Flammable liquid and vapor [Warning Flammable liquids]
• H315 (66.7%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (66.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (33.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501

Hazard Classes and Categories

• Flam. Liq. 3 (33.3%)
• Skin Irrit. 2 (66.7%)
• Eye Irrit. 2 (66.7%)

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