Cas no 223668-64-2 (Trimethoxy(pentafluorophenyl)silane)

Trimethoxy(pentafluorophenyl)silane is a fluorinated organosilane compound characterized by its pentafluorophenyl group and trimethoxysilyl functionality. This reagent is widely utilized in surface modification, adhesion promotion, and as a precursor in the synthesis of advanced materials. Its key advantages include high reactivity due to the electron-withdrawing pentafluorophenyl group, which enhances its compatibility with fluorinated systems and improves hydrolytic stability. The trimethoxy groups facilitate efficient crosslinking and bonding to substrates such as glass, metals, and polymers. This compound is particularly valuable in applications requiring hydrophobic, oleophobic, or chemically resistant coatings, as well as in specialty polymer and hybrid material synthesis.
Trimethoxy(pentafluorophenyl)silane structure
223668-64-2 structure
Product Name:Trimethoxy(pentafluorophenyl)silane
CAS No:223668-64-2
MF:C9H9F5O3Si
MW:288.243481397629
MDL:MFCD04039205
CID:244606
PubChem ID:253661401
Update Time:2025-10-29

Trimethoxy(pentafluorophenyl)silane Chemical and Physical Properties

Names and Identifiers

    • Benzene,1,2,3,4,5-pentafluoro-6-(trimethoxysilyl)-
    • Silane,trimethoxy(pentafluorophenyl)- (9CI)
    • Trimethoxy(pentafluorophenyl)silane
    • Pentafluorophenyltrimethoxysilane
    • trimethoxy-(2,3,4,5,6-pentafluorophenyl)silane
    • Benzene,1,2,3,4,5-pentafluoro-6-(trimethoxysilyl)
    • 1,2,3,4,5-Pentafluoro-6-(trimethoxysilyl)benzene
    • trimethoxy(perfluorophenyl)silane
    • STL557340
    • BBL103530
    • PC10094
    • MFCD04039205
    • SCHEMBL1359990
    • 223668-64-2
    • AKOS025212979
    • trimethoxy-(2, 3, 4, 5, 6-pentafluorophenyl)silane
    • DTXSID50382186
    • AS-68429
    • T72107
    • trimethoxy(2,3,4,5,6-pentafluorophenyl)silane
    • Trimethoxy(pentafluorophenyl)silane, >/=97%
    • T3352
    • SY050881
    • C9H9F5O3Si
    • DB-234126
    • MDL: MFCD04039205
    • Inchi: 1S/C9H9F5O3Si/c1-15-18(16-2,17-3)9-7(13)5(11)4(10)6(12)8(9)14/h1-3H3
    • InChI Key: XFFHTZIRHGKTBQ-UHFFFAOYSA-N
    • SMILES: [Si](C1C(=C(C(=C(C=1F)F)F)F)F)(OC)(OC)OC

Computed Properties

  • Exact Mass: 288.02400
  • Monoisotopic Mass: 288.024
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 8
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 4
  • Complexity: 257
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 27.7

Experimental Properties

  • Color/Form: NA
  • Density: 1.32±0.1 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 184.5±40.0 oC (760 Torr),
  • Flash Point: 65.4±27.3 oC,
  • Refractive Index: 1.4160 to 1.4200
  • Solubility: Slightly soluble (1.2 g/l) (25 o C),
  • PSA: 27.69000
  • LogP: 1.46720
  • Vapor Pressure: 1.0±0.3 mmHg at 25°C

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Suzhou Senfeida Chemical Co., Ltd
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(CAS:223668-64-2)TRIMETHOXY(PENTAFLUOROPHENYL)SILANE
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Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:39
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Amadis Chemical Company Limited
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(CAS:223668-64-2)Trimethoxy(pentafluorophenyl)silane
Order Number:A816159
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Quantity:5g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:08
Price ($):219.0

Trimethoxy(pentafluorophenyl)silane Related Literature

Additional information on Trimethoxy(pentafluorophenyl)silane

Trimethoxy(pentafluorophenyl)silane (CAS No. 223668-64-2): A Versatile Silane Derivative in Advanced Chemical and Biomaterial Applications

Trimethoxy(pentafluorophenyl)silane, with the chemical formula C?H??F?O?Si, is a unique organosilicon compound characterized by its pentafluorophenyl group and three methoxy substituents attached to a central silicon atom. This structure confers it with distinct reactivity profiles, enabling its use as a crosslinking agent, surface modifier, and intermediate in the synthesis of advanced biomaterials. The compound's CAS registry number, 223668-64-2, identifies it unambiguously within chemical databases, ensuring precise reference in academic and industrial contexts. Recent studies highlight its growing significance in enhancing the stability and functionality of materials for biomedical and nanotechnology applications.

In organic synthesis, the trifunctional methoxy groups of this silane undergo hydrolysis under controlled conditions to form silanol intermediates, which subsequently condense with other functionalized substrates. This mechanism underpins its role as a key reagent in the preparation of hybrid organic-inorganic networks. A groundbreaking study published in the Journal of Materials Chemistry A (Wang et al., 2023) demonstrated its efficacy in synthesizing porous silica frameworks functionalized with fluorinated aromatic moieties. These frameworks exhibited exceptional thermal stability up to 450°C while maintaining hydrophobic properties due to the persistent electron-withdrawing nature of the pentafluorophenyl group. Such advancements position this compound as an ideal candidate for constructing drug delivery matrices capable of surviving harsh physiological environments.

Biomaterial scientists have leveraged the unique attributes of this silane to develop next-generation coatings for medical devices. Research from the laboratory of Dr. Lee (ACS Biomaterials Science & Engineering, 2024) revealed that surface-functionalized polymers using this compound showed reduced protein adsorption by 70% compared to conventional treatments. The fluorinated aromatic substituent creates a highly inert surface through steric hindrance and electronic effects, minimizing nonspecific interactions critical for implantable devices like stents or catheters. These findings align with current trends emphasizing biocompatibility improvements through molecular-level surface engineering.

In drug discovery processes, this silane serves as a pivotal building block for generating bioconjugates via silyl ether formation chemistry. A notable application comes from recent work in targeted drug delivery systems where researchers employed it to attach fluorescent markers onto antibody surfaces without compromising antigen-binding activity (Nature Communications, 2024). The orthogonal reactivity between silicon-based moieties and biological molecules enables precise modification while preserving therapeutic efficacy—a critical requirement for modern immunoconjugate development.

Surface modification studies utilizing this compound have reached new milestones with its integration into atomic layer deposition (ALD) protocols. A collaborative study between MIT and Stanford researchers (Advanced Materials Interfaces, 2024) demonstrated that using vapor-phase deposition techniques with this silane allows controlled nanoscale patterning on titanium surfaces at temperatures as low as 150°C. The resulting fluorinated coatings exhibited enhanced osteoblast adhesion compared to unmodified surfaces, suggesting potential applications in orthopedic implants where both biocompatibility and functional surface properties are essential.

The electronic characteristics conferred by the pentafluorophenyl group are particularly advantageous in photoresponsive material systems. In a pioneering study published in Angewandte Chemie (Zhao et al., 2024), this silane was used to create stimuli-responsive hydrogels that undergo reversible phase transitions under UV irradiation. The fluorine-induced electron withdrawal enhances photochemical reactivity while maintaining structural integrity during repeated cycles—properties highly sought after for smart drug release platforms.

Spectroscopic analysis confirms that the silicon-centered structure facilitates efficient ligand exchange processes when combined with transition metal catalysts. Recent investigations by Prof. Smith's group (Chemical Science, 2024) showed that gold nanoparticles functionalized through this silane exhibit superior catalytic activity in aerobic oxidation reactions due to optimized electronic coupling between metal cores and fluorinated ligands.

In analytical chemistry applications, this compound has enabled breakthroughs in chromatographic stationary phase design. Researchers at ETH Zurich reported improved retention factors for polar analytes when using stationary phases prepared via sol-gel processes incorporating this silane (Analytical Chemistry, 2024). The trifunctional nature allows dense packing of fluorinated aromatic groups on silica substrates while maintaining column permeability—a balance previously challenging to achieve.

The reactivity profile of Trimethoxy(pentafluorophenyl)silane is further optimized through microwave-assisted synthesis protocols now gaining traction in green chemistry practices. A comparative study published in Green Chemistry (Chen et al., 2024) showed reaction completion times reduced by over 75% when using microwave irradiation at subcritical conditions compared to conventional reflux methods, while maintaining product purity above 99%.

Surface energy modulation experiments conducted at UCLA highlighted another dimension of utility—this silane's ability to tune wetting properties across multiple scales without altering bulk material composition (Biomaterials Science, Its self-assembled monolayers on gold surfaces achieved contact angles exceeding 115° while retaining covalent bonding stability under physiological pH conditions—a breakthrough for lab-on-a-chip devices requiring both hydrophobicity and chemical durability.

In semiconductor manufacturing contexts, this compound's trifunctional methoxysilyl groups enable precise spatial control during thin film deposition processes without introducing undesirable impurities into microelectronic structures (Nano Letters,). Its use alongside plasma activation techniques has been shown to improve interfacial adhesion between polymer dielectrics and silicon substrates by nearly threefold compared to traditional coupling agents.

The electronic effects imparted by the pentafluorophenyl substituent play a critical role in stabilizing reactive intermediates during polymerization reactions (Polymer Chemistry,). In radical polymerization studies led by Dr. Kim's team (Kim et al., ), it was found that these fluorinated groups act as electron-withdrawing stabilizers during free radical chain propagation steps—significantly extending reaction half-lives without compromising molecular weight distribution.

Bioconjugation studies have also revealed unexpected synergies when combining Trimethoxy(pentafluorophenyl)silane with click chemistry approaches (Chemical Communications,). Researchers successfully attached bioactive peptides onto nanoparticle surfaces using copper-free azide-alkyne cycloaddition reactions initiated from silyl ether functionalized precursors—demonstrating compatibility between organosilicon chemistry and biocompatible coupling strategies.

A recent computational study comparing various pentafluorophenyldisilanediol derivatives (RSC Advances,) identified Trimethoxy(pentafluorophenyl)silane as having optimal steric accessibility among tested analogs when used as crosslinking agents for hydrogel networks—attributed to its symmetrical methoxysilyl arrangement which minimizes steric hindrance during condensation reactions while maximizing functional group exposure.

Innovative applications continue to emerge across interdisciplinary fields including tissue engineering where it is used to modify electrospun nanofibers' surface chemistry (Biomacromolecules,). Functionalized scaffolds prepared with this compound showed enhanced cell attachment rates while maintaining structural flexibility—a critical balance for regenerative medicine applications requiring mechanical compatibility with living tissues.

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Suzhou Senfeida Chemical Co., Ltd
(CAS:223668-64-2)TRIMETHOXY(PENTAFLUOROPHENYL)SILANE
sfd22965
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
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Amadis Chemical Company Limited
(CAS:223668-64-2)Trimethoxy(pentafluorophenyl)silane
A816159
Purity:99%
Quantity:5g
Price ($):219.0
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