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Vinyltrimethoxysilane (CAS 2768-02-7)

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Alternate Names:
(Trimethoxysilyl)ethylene
CAS Number:
2768-02-7
Molecular Weight:
148.23
Molecular Formula:
C5H12O3Si
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Vinyltrimethoxysilane is an organosilicon compound that belongs to the class of silane coupling agents. Its structure consists of a silicon atom at the center, attached to a vinyl group, and three methoxy groups. The vinyl group, which is characterized by a carbon-carbon double bond (C=C), is a common feature in many organic compounds and imparts considerable reactivity to the molecule. The "trimethoxy" part of the name denotes that there are three methoxy groups (-OCH3) attached to the silicon atom. These groups, each consisting of a single-bonded oxygen and a methyl group, contribute to the compound′s solubility properties. The silicon atom, which forms the core of the molecule, allows for interesting reactivity patterns, particularly with hydroxyl-containing surfaces, making vinyltrimethoxysilane useful in a wide range of applications, including as a coupling agent in the manufacture of glass fibers and in the production of silane-modified polymers and resins.

References:

  1. Efficient cross-coupling reactions of aryl chlorides and bromides with phenyl- or vinyltrimethoxysilane mediated by a Palladium/Imidazolium chloride system.  |  Lee, HM. and Nolan, SP. 2000. Org Lett. 2: 2053-5. PMID: 10891228
  2. Biomimetic apatite formation on polyethylene photografted with vinyltrimethoxysilane and hydrolyzed.  |  Kim, HM., et al. 2001. Biomaterials. 22: 2489-94. PMID: 11516080
  3. Creation of coating surfaces possessing superhydrophobic and superoleophobic characteristics with fluoroalkyl end-capped vinyltrimethoxysilane oligomeric nanocomposites having biphenylene segments.  |  Goto, Y., et al. 2011. J Colloid Interface Sci. 362: 375-81. PMID: 21782196
  4. One-pot synthesis of a new high vinyl content hybrid silica monolith dedicated to nanoliquid chromatography.  |  Racha, el-D., et al. 2016. J Sep Sci. 39: 842-50. PMID: 26719150
  5. Hybrid molecularly imprinted polymer for amoxicillin detection.  |  Ayankojo, AG., et al. 2018. Biosens Bioelectron. 118: 102-107. PMID: 30056300
  6. Facile silane functionalization of graphene oxide.  |  Abbas, SS., et al. 2018. Nanoscale. 10: 16231-16242. PMID: 30124719
  7. Antibacterial Composites of Cuprous Oxide Nanoparticles and Polyethylene.  |  Gurianov, Y., et al. 2019. Int J Mol Sci. 20: PMID: 30669551
  8. Preparation of Fluoroalkyl End-Capped Vinyltrimethoxysilane Oligomeric Silica Nanocomposites Containing Gluconamide Units Possessing Highly Oleophobic/Superhydrophobic, Highly Oleophobic/Superhydrophilic, and Superoleophilic/Superhydrophobic Characteristics on the Modified Surfaces.  |  Katayama, S., et al. 2017. Polymers (Basel). 9: PMID: 30970967
  9. Nanogel-Based Filler-Matrix Interphase for Polymerization Stress Reduction.  |  Fronza, BM., et al. 2019. J Dent Res. 98: 779-785. PMID: 31050913
  10. Facile Fabrication of Lilium Pollen-like Organosilica Particles.  |  Yang, H., et al. 2020. Langmuir. 36: 571-575. PMID: 31916762
  11. Optimizing the Process Efficiency of Reactive Extrusion in the Synthesis of Vinyltrimethoxysilane-Grafted Ethylene-Octene-Copolymer (EOC-g-VTMS) by Response Surface Methodology.  |  Ulitzsch, S., et al. 2020. Polymers (Basel). 12: PMID: 33256048
  12. Interfacial structure and property of eco-friendly carboxymethyl cellulose/poly(3-hydroxybutyrate-co-3-hydroxyvalerate) biocomposites.  |  Zhou, Y., et al. 2021. Int J Biol Macromol. 179: 550-556. PMID: 33675832
  13. Synergistic Effects of Graphene and Ammonium Polyphosphate Modified with Vinyltrimethoxysilane on the Properties of High-Impact Polystyrene Composites.  |  Shi, X., et al. 2021. Polymers (Basel). 13: PMID: 33805610
  14. Fast-thermoresponsive carboxylated carbon nanotube/chitosan aerogels with switchable wettability for oil/water separation.  |  Fan, S., et al. 2022. J Hazard Mater. 433: 128808. PMID: 35381514
  15. Dynamically shaping the surface of silica colloids.  |  Niggel, V., et al. 2022. Soft Matter. 18: 7794-7803. PMID: 36193704
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