Date published: 2025-12-2

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(Triisopropylsilyl)acetylene (CAS 89343-06-6)

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Alternate Names:
Ethynyltriisopropylsilane
Application:
(Triisopropylsilyl)acetylene is an addition and alkynylation synthesis reagent
CAS Number:
89343-06-6
Molecular Weight:
182.38
Molecular Formula:
C11H22Si
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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(Triisopropylsilyl)acetylene has been used as a reagent in organic synthesis reactions, including Sonogashira coupling reactions with 1-bromo-3-iodo-5-tertbutylbenzene, asymmetric alkynylation with alpha,beta-unsaturated ketones catalyzed by rhodium, and enantioselective synthesis of beta-alkynylated nitroalkanes. (Triisopropylsilyl)acetylene is used in various scientific experiments such as organic synthesis, polymerization, and cycloaddition reactions. Due to its unique properties it is made into an essential tool to develop new materials and specialty chemicals.


(Triisopropylsilyl)acetylene (CAS 89343-06-6) References

  1. Rhodium-catalyzed asymmetric ring-opening alkynylation of azabenzonorbornadienes.  |  Nishimura, T., et al. 2008. Org Lett. 10: 4057-60. PMID: 18710240
  2. Rhodium-catalyzed asymmetric conjugate alkynylation of nitroalkenes.  |  Nishimura, T., et al. 2010. Chem Commun (Camb). 46: 6837-9. PMID: 20717608
  3. Cobalt-catalyzed asymmetric 1,6-addition of (triisopropylsilyl)-acetylene to α,β,γ,δ-unsaturated carbonyl compounds.  |  Sawano, T., et al. 2012. J Am Chem Soc. 134: 18936-9. PMID: 23131028
  4. Palladium-Catalyzed Alkynylation of Morita-Baylis-Hillman Carbonates with (Triisopropylsilyl)acetylene on Water.  |  Li, Y., et al. 2015. J Org Chem. 80: 6283-90. PMID: 25989102
  5. Solvent-Controlled Branching of Localized versus Delocalized Singlet Exciton States and Equilibration with Charge Transfer in a Structurally Well-Defined Tetracene Dimer.  |  Cook, JD., et al. 2017. J Phys Chem A. 121: 9229-9242. PMID: 29160072
  6. Carbonyl-to-Alkyne Electron Donation Effects in up to 10-nm-Long, Unimolecular Oligo(p-phenylene ethynylenes).  |  Rajappan, SC., et al. 2021. Org Mater. 3: 337-345. PMID: 34505058
  7. Polymer-Supported-Cobalt-Catalyzed Regioselective Cyclotrimerization of Aryl Alkynes.  |  Sen, A., et al. 2021. JACS Au. 1: 2080-2087. PMID: 34841419
  8. A Modular Approach for Diversity-Oriented Synthesis of 1,3-trans-Disubstituted Tetrahydroisoquinolines: Seven-Step Asymmetric Synthesis of Michellamines B and C.  |  Bai, M., et al. 2022. Angew Chem Int Ed Engl. 61: e202205245. PMID: 35616270
  9. Geländer Molecules with Orthogonal Joints: Synthesis of Macrocyclic Dimers.  |  D'Addio, A., et al. 2022. Chemistry. 28: e202201678. PMID: 35856176
  10. Novel Series of Diaminoanthraquinone-Based π-Extendable Building Blocks with Tunable Optoelectronic Properties.  |  Masilamani, G., et al. 2022. ACS Omega. 7: 25874-25880. PMID: 35910108
  11. Recyclable optical bioplastics platform for solid state red light harvesting via triplet-triplet annihilation photon upconversion.  |  Bharmoria, P., et al. 2022. J Mater Chem A Mater. 10: 21279-21290. PMID: 36325268
  12. Caging of a Strongly Pairing Fluorescent Thymidine Analog with Soft Nucleophiles.  |  Eyberg, J., et al. 2023. Chemistry. 29: e202203289. PMID: 36395348
  13. Design and Synthesis of Kekulè and Non-Kekulè Diradicaloids via the Radical Periannulation Strategy: The Power of Seven Clar's Sextets.  |  Kuriakose, F., et al. 2022. J Am Chem Soc. 144: 23448-23464. PMID: 36516873
  14. Synthesis and Receptor Binding Studies of α5 GABAAR Selective Novel Imidazodiazepines Targeted for Psychiatric and Cognitive Disorders.  |  Sharmin, D., et al. 2023. Molecules. 28: PMID: 37375326

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

(Triisopropylsilyl)acetylene, 5 g

sc-251340
5 g
$57.00