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CS-W001157 4
Total: USD 88.00

trans-4-Methoxycyclohexanol

  • CAS No. 22188-03-0

  • Cat. No. CS-0187696
  • Purity≥97%
  • MDL No.None

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

trans-4-Methoxycyclohexanol|CS-0187696

Structure of 22188-03-0

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General Information

  • CAS No. 22188-03-0
  • Cat. No. CS-0187696
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₄O₂
  • Molecular Weight 130.18
  • Synonym(s) trans-4-methoxy-cyclohexanol
  • SMILES CO[C@H]1CC[C@@H](CC1)O

Description

trans-4-Methoxycyclohexanol offers a stable, bench-friendly platform for stereoselective synthesis, featuring a defined equatorial methoxy group and hydroxyl functionality. This configuration enables predictable reactivity in derivatization workflows, particularly in asymmetric catalysis and polymer precursor development.

Application

trans-4-Methoxycyclohexanol serves as a versatile chiral building block in synthetic organic chemistry, offering well-defined stereochemistry and functional group tolerance. Its bench-stable nature facilitates straightforward handling, while the hydroxyl and methoxy groups enable selective transformations—such as deprotection, derivatization, or coupling reactions—within standard synthetic workflows. Widely utilized in medicinal chemistry and natural product synthesis, it functions as a key scaffold for constructing complex heterocyclic systems and bioactive molecules.

Synthesis

  • Route1
    • In-stock
      4-Methoxycyclohexanone|CS-W004809
      13482-23-0
    • ~%
    • In-stock
      trans-4-Methoxycyclohexanol|CS-0187696
      22188-03-0
    • (1S,4s)-4-methoxycyclohexan-1-ol|CS-0494004
      22188-02-9

    References

    • Dua, Suresh; Buntine, Mark A.; Raftery, Mark J.; Eichinger, Peter C. H.; Bowie, John H. Journal of the Chemical Society. Perkin Transactions 2, 1996 , vol. 0, # 11 art. no. 6/01663D, p. 2489 - 2496
  • Route2
    • null|null
      74-87-3
    • null|null
      87867-45-6
    • ~%
    • In-stock
      trans-4-Methoxycyclohexanol|CS-0187696
      22188-03-0

    References

    • Chen, Xin; Brauman, John I. Journal of the American Chemical Society, 2008 , vol. 130, # 45 p. 15038 - 15046
  • Route3

    References

    • Bergstroem Helvetica Chimica Acta, 1949 , vol. 32, p. 3,5 Full Text Show Details Ruggli; Leupin; Businger Helvetica Chimica Acta, 1941 , vol. 24, p. 339,341, 342 Full Text Show Details Cook et al. Journal of the Chemical Society, 1944 , p. 322,324

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   29.46
  • LogP   0.9363
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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