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CS-W001157 4
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cis-Cyclohexane-1,4-diol

  • CAS No. 931-71-5

  • Cat. No. CS-0049754
  • Purity≥98%
  • MDL No.None

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

cis-Cyclohexane-1,4-diol|CS-0049754

Structure of 931-71-5

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General Information

  • CAS No. 931-71-5
  • Cat. No. CS-0049754
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₂O₂
  • Molecular Weight 116.16
  • Synonym(s) cis-1,4-Dihydroxycyclohexane
  • SMILES O[C@H]1CC[C@@H](O)CC1

Description

cis-Cyclohexane-1,4-diol offers a rigid, trans-diaxial diol framework ideal for stereoselective synthesis. This bench-stable derivative features two hydroxyl groups positioned on the same face of the ring, enabling predictable reactivity in coupling and protection strategies.

Application

cis-Cyclohexane-1,4-diol serves as a versatile chiral building block in organic synthesis, enabling stereoselective transformations due to its defined trans-diaxial hydroxyl orientation. Its bench-stable nature and compatibility with standard protecting group strategies facilitate efficient functionalization in complex molecule assembly. The diol functions effectively in oxidation, esterification, and coupling reactions, supporting the construction of heterocyclic scaffolds and natural product analogs.

Synthesis

  • Route1
    • null|null
      123-31-9
    • ~%
    • In-stock
      trans-Cyclohexane-1,4-diol|CS-W005575
      6995-79-5
    • In-stock
      cis-Cyclohexane-1,4-diol|CS-0049754
      931-71-5

    References

    • Justus Liebigs Annalen der Chemie, , vol. 517, p. 67,72
  • Route2
    • null|null
      280-53-5
    • ~%
    • In-stock
      cis-Cyclohexane-1,4-diol|CS-0049754
      931-71-5

    References

    • Heterocycles, , vol. 30, # 1 p. 517 - 535
  • Route3
    • null|null
      53762-85-9
    • ~%
    • In-stock
      cis-Cyclohexane-1,4-diol|CS-0049754
      931-71-5

    References

    • Organic Letters, , vol. 11, # 17 p. 3986 - 3989

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

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Computational Chemistry Data

  • TPSA   40.46
  • LogP   0.2822
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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