Date published: 2025-12-31

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2-(Trimethylsiloxy)-1,3-cyclohexadiene (CAS 54781-19-0)

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Application:
2-(Trimethylsiloxy)-1,3-cyclohexadiene is a functionalized cyclohexadiene
CAS Number:
54781-19-0
Purity:
≥95%
Molecular Weight:
168.31
Molecular Formula:
C9H16OSi
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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2-(Trimethylsiloxy)-1,3-cyclohexadiene is a cyclohexadiene compound functionalized with a silyl-protected hydroxyl group. 2-(Trimethylsiloxy)-1,3-cyclohexadiene has been utilized as a diene in Diels-Alder and hetero-Diels-Alder reactions, allowing functionalization at the TMS-protected hydroxyl group following cyclization.


2-(Trimethylsiloxy)-1,3-cyclohexadiene (CAS 54781-19-0) References

  1. Catalytic enantioselective aza-Diels-alder reactions of imines--an approach to optically active nonproteinogenic alpha-amino acids.  |  Yao, S., et al. 2000. Chemistry. 6: 2435-48. PMID: 10939745
  2. 2-azabicyclo[2.2.2]octa-3,5-dione via a nitrile Diels-Alder reaction.  |  McClure, CK. and Link, JS. 2003. J Org Chem. 68: 8256-7. PMID: 14535813
  3. Face-selective Diels-Alder reactions between unsymmetrical cyclohexadienes and symmetric trans-dienophile: an experimental and computational investigation.  |  Lahiri, S., et al. 2008. J Org Chem. 73: 435-44. PMID: 18088142
  4. Improved Synthesis of Pyrroles and Indoles via Lewis Acid-Catalyzed Mukaiyama–Michael-Type Addition/Heterocyclization of Enolsilyl Derivatives on 1,2-Diaza-1,3-Butadienes. Role of the Catalyst in the Reaction Mechanism  |  Orazio A. Attanasi, Gianfranco Favi, Paolino Filippone, Samuele Lillini, Fabio Mantellini, Domenico Spinelli, Marco Stenta. 2007. Advanced Synthesis & Catalysis. 349: 907-915.
  5. Ultrasonic synthesis and crystal structure analysis of two trimethylsilyloxy-substituted bicyclo[2.2.2]octene derivatives  |  H T SRINIVASA, H NAGARAJAIAH, B S PALAKSHAMURTHY, S HARIPRASAD & NOOR SHAHINA BEGUM. 2013. Journal of Chemical Sciences. 125: 1079–1085.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2-(Trimethylsiloxy)-1,3-cyclohexadiene, 5 ml

sc-237887
5 ml
$70.00