Date published: 2026-6-14

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Cyclohexylallene (CAS 5664-17-5)

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CAS Number:
5664-17-5
Purity:
97%
Molecular Weight:
122.21
Molecular Formula:
C9H14
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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Cyclohexylallene is a colorless liquid soluble in organic solvents like ethanol, acetone, and chloroform but not with water. This compound serves as a significant intermediate in the domain of organic synthesis, contributing to the formulation of natural products and a variety of organic entities. Its applications extend to the synthesis of innovative catalysts and materials. Cyclohexylallene is used as a reagent and a starting material for the synthesis of other compounds, and as a ligand in coordination chemistry. It is also used as a catalyst in the synthesis of polymers and is utilized as a representative compound to study the structure and reactivity of organic molecules.


Cyclohexylallene (CAS 5664-17-5) References

  1. Palladium-catalyzed three-component assembling of allenes, organic halides, and arylboronic acids.  |  Huang, TH., et al. 2002. J Org Chem. 67: 99-105. PMID: 11777445
  2. Highly regio- and chemoselective [2 + 2 + 2] cycloaddition of 1,6-heptadiynes with allenes catalyzed by cobalt complexes.  |  Wu, MS., et al. 2003. Chem Commun (Camb). 718-9. PMID: 12703789
  3. Nickel-catalyzed highly regio- and stereoselective three-component assembly of allenes, aryl iodides, and alkenylzirconium reagents.  |  Wu, MS., et al. 2003. J Am Chem Soc. 125: 12426-7. PMID: 14531683
  4. Regioselective allene hydrosilylation catalyzed by N-heterocyclic carbene complexes of nickel and palladium.  |  Miller, ZD., et al. 2013. J Am Chem Soc. 135: 15282-5. PMID: 24079389
  5. Unlocking the N(2)  selectivity of benzotriazoles: regiodivergent and highly selective coupling of benzotriazoles with allenes.  |  Xu, K., et al. 2014. Angew Chem Int Ed Engl. 53: 7268-71. PMID: 24863853
  6. Highly efficient regioselective hydrosilylation of allenes using a [(3IP)Pd(allyl)]OTf catalyst; first example of allene hydrosilylation with phenyl- and diphenylsilane.  |  Tafazolian, H. and Schmidt, JA. 2015. Chem Commun (Camb). 51: 5943-6. PMID: 25738187
  7. Density functional theory study of Rh(III)-catalyzed C-H activations and intermolecular annulations between benzamide derivatives and allenes.  |  Xing, Z., et al. 2015. Inorg Chem. 54: 3958-69. PMID: 25856513
  8. Asymmetric synthesis of N-allylic indoles via regio- and enantioselective allylation of aryl hydrazines.  |  Xu, K., et al. 2015. Nat Commun. 6: 7616. PMID: 26137886
  9. Access to stereodefined (Z)-allylsilanes and (Z)-allylic alcohols via cobalt-catalyzed regioselective hydrosilylation of allenes.  |  Wang, C., et al. 2017. Nat Commun. 8: 2258. PMID: 29273720
  10. A mononuclear divalent ytterbium hydrido complex supported by a super-bulky scorpionate ligand.  |  Shi, X., et al. 2021. Chem Commun (Camb). 57: 10047-10050. PMID: 34505601
  11. The IR, Raman and NMR spectra and conformations of cyclohexylallene  |  A. Gatial 1, A. Horn, P. Klaeboe, C.J. Nielsen, B. Pedersen, H. Hopf, C. Mlynek. 1990. Journal of Molecular Structure. 218: 59-66.
  12. Transition-metal-catalyzed hydrothiolation of cyclohexylallene with benzenethiol or diphenyl disulfide  |  Shintaro Kodama, Akihiro Nomoto, Minako Kajitani, Etsuyo Nishinaka, Motohiro Sonoda & Akiya Ogawa. 2009. Journal of Sulfur Chemistry. 30: 309-318.
  13. Electronic Role of 3-Iminophosphine Ligands in Palladium-Catalyzed Intermolecular Hydroamination  |  Hosein Tafazolian, Danielle C. Samblanet, and Joseph A. R. Schmidt*. 2015. Organometallics. 34: 1809–1817.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Cyclohexylallene, 1 g

sc-234456
1 g
$109.00