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Cyclopentylacetylene (CAS 930-51-8)

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Alternate Names:
Ethynylcyclopentane
CAS Number:
930-51-8
Purity:
≥96%
Molecular Weight:
94.15
Molecular Formula:
C7H10
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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Cyclopentylacetylene functions as a reactive intermediate in organic synthesis. It participates in various reactions, including cycloaddition and polymerization processes, contributing to the formation of complex organic molecules. Its mechanism of action involves the addition of the acetylene group to other organic compounds, leading to the formation of new carbon-carbon bonds. Cyclopentylacetylene′s role in experimental applications is to facilitate the synthesis of diverse organic compounds by serving as a building block for more complex molecular structures. At the molecular level, cyclopentylacetylene interacts with other reagents to undergo chemical transformations, enabling the creation of novel compounds with potential applications in materials science and other fields.


Cyclopentylacetylene (CAS 930-51-8) References

  1. Copper-catalyzed three-component carboboration of alkynes and alkenes.  |  Yoshida, H., et al. 2013. Org Lett. 15: 952-5. PMID: 23384399
  2. Synthesis of 4-quinolones via a carbonylative Sonogashira cross-coupling using molybdenum hexacarbonyl as a CO source.  |  Åkerbladh, L., et al. 2015. J Org Chem. 80: 1464-71. PMID: 25575042
  3. N1-Selective alkenylation of 1-sulfonyl-1,2,3-triazoles with alkynes via gold catalysis.  |  Sun, C., et al. 2017. Org Biomol Chem. 15: 2721-2724. PMID: 28281720
  4. Copper-Catalyzed Triboration: Straightforward, Atom-Economical Synthesis of 1,1,1-Triborylalkanes from Terminal Alkynes and HBpin.  |  Liu, X., et al. 2019. Angew Chem Int Ed Engl. 58: 18923-18927. PMID: 31490606
  5. Stereoselective aminosulfonylation of alkynes: an approach to access (Z)-β-amino vinylsulfones.  |  Ansari, MY., et al. 2020. Chem Commun (Camb). 56: 9561-9564. PMID: 32691774
  6. Correlation between bacterial diversity and flavor substances in Longgang soy sauce.  |  Yan, Y., et al. 2023. Biosci Biotechnol Biochem. 87: 541-554. PMID: 36807405
  7. Microwave spectral study of cyclopentyl acetylene  |  R.N. Nandi 1, Marlin D. Harmony. 1983. Journal of Molecular Spectroscopy. 98: 221-228.
  8. The structures, dipole moments and relative energy of the conformers of cyclobutyl acetylene by microwave and ab initio methods  |  Rajiv J. Berry, Marlin D. Harmony, Marwan Dakkouri, Khamis Siam, Lothar Schäfer. 1988. Journal of Molecular Structure. 189: 11-24.
  9. The molecular structure effects in hydrogenation of cycloalkylsubstituted alkynes and alkenes on platinum and palladium catalysts  |  Petr Kačer a, Marek Kuzma b, Libor Červený a. 2004. Applied Catalysis A: General. 259: 179-183.
  10. Application of (phosphine)gold(I) carboxylates, sulfonates and related compounds as highly efficient catalysts for the hydration of alkynes  |  Patric Roembke a, Hubert Schmidbaur a, Stephanie Cronje b, Helgard Raubenheimer b. 2004. Journal of Molecular Catalysis A: Chemical. 212: 35-42.
  11. The influence of cycloalkylsubstituent on the hydrogenation of terminal alkynic and alkenic bonds on platinum and palladium catalysts  |  Petr Kačer, Libor Červený. 2004. Journal of Molecular Catalysis A: Chemical. 212: 183-189.
  12. Tin-Catalyzed Selective Reductive Hydroamination of Alkynes for the Synthesis of Tertiary Amines  |  Onkar S. Nayal, Maheshwar S. Thakur, Manoranjan Kumar, Sushila Sharma, Neeraj Kumar. 2016. 358: 1103-1109.
  13. Origins of Internal Regioselectivity in Copper-Catalyzed Borylation of Terminal Alkynes  |  Takumi Tsushima, Hideya Tanaka, Kazuki Nakanishi, Masaaki Nakamoto, and Hiroto Yoshida*, et al. 2021. ACS Catal. 11: 14381–14387.
  14. Versatile precursors for the synthesis of enynes and enediynes  |  Andrew G. Myers ∗, Mian M. Alauddin, Mary Ann M. Fuhry, Peter S. Dragovich, Nathaniel S. Finney, Philip M. Harrington. 6997-7000. Tetrahedron Letters. 30: 1989.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Cyclopentylacetylene, 1 g

sc-234479
1 g
$77.00