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CS-W001157 4
Total: USD 88.00

Cyclohex-1-en-1-yl trifluoromethanesulfonate

  • CAS No. 28075-50-5

  • Cat. No. CS-0089679
  • Purity≥97%
  • MDL No.MFCD06411281

*For research and further manufacturing use only, not for direct human use.

Cyclohex-1-en-1-yl trifluoromethanesulfonate|CS-0089679

Structure of 28075-50-5

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General Information

  • CAS No. 28075-50-5
  • Cat. No. CS-0089679
  • Purity ≥97%
  • MDL No. MFCD06411281
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉F₃O₃S
  • Molecular Weight 230.20
  • Synonym(s) 1-Cyclohexenyl trifluoromethanesulfonate
  • SMILES O=S(C(F)(F)F)(OC1=CCCCC1)=O

Description

Cyclohex-1-en-1-yl trifluoromethanesulfonate serves as a robust allylic electrophile in transition-metal-catalyzed cross-coupling reactions. The triflate group enables efficient activation under mild conditions, while the strained alkene framework facilitates regioselective functionalization. This reagent offers high stability and compatibility with diverse catalytic systems, streamlining access to complex cyclic architectures.

Synthesis

  • Route1
    • In-stock
      N,N-Bis(trifluoromethylsulfonyl)aniline|CS-B0879
      37595-74-7
    • null|null
      108-94-1
    • ~55%
    • In-stock
      Cyclohex-1-en-1-yl trifluoromethanesulfonate|CS-0089679
      28075-50-5

    References

    • Tessier, Pierre E.; Nguyen, Natalie; Clay, Matthew D.; Fallis, Alex G. Organic Letters, 2005 , vol. 7, # 5 p. 767 - 770
  • Route2
    • null|null
      358-23-6
    • null|null
      108-94-1
    • ~88%
    • In-stock
      Cyclohex-1-en-1-yl trifluoromethanesulfonate|CS-0089679
      28075-50-5

    References

    • Martinez, A. Garcia; Herrera, A.; Martinez, R.; Teso, E.; Garcia, A.; et al. Journal of Heterocyclic Chemistry, 1988 , vol. 25, p. 1237 - 1241
  • Route3
    • In-stock
      1,1,1-Trifluoro-N-phenylmethanesulfonamide|CS-0156098
      456-64-4
    • null|null
      108-94-1
    • ~72%
    • In-stock
      Cyclohex-1-en-1-yl trifluoromethanesulfonate|CS-0089679
      28075-50-5

    References

    • Scheiper, Bodo; Bonnekessel, Melanie; Krause, Helga; Fuerstner, Alois Journal of Organic Chemistry, 2004 , vol. 69, # 11 p. 3943 - 3949

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.37
  • LogP   2.3105
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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