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CS-W001157 4
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4-Hydroxycyclohexanone

  • CAS No. 13482-22-9

  • Cat. No. CS-D0911
  • Purity≥95%
  • MDL No.MFCD02093817

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

4-Hydroxycyclohexanone|CS-D0911

Structure of 13482-22-9

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General Information

  • CAS No. 13482-22-9
  • Cat. No. CS-D0911
  • Purity ≥95%
  • MDL No. MFCD02093817
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₀O₂
  • Molecular Weight 114.14
  • Synonym(s) 4-Oxocyclohexan-1-ol, 1-Hydroxy-4-oxocyclohexane
  • SMILES O=C1CCC(O)CC1

Description

4-Hydroxycyclohexanone offers a versatile carbonyl-bearing scaffold for synthetic transformations, featuring a hydroxyl group positioned para to the ketone. This spatial arrangement enables efficient intramolecular cyclizations and facilitates stereocontrolled functionalization in complex molecule synthesis. The compound exhibits good stability under standard conditions and serves as a key intermediate in natural product and pharmaceutical development.

Application

4-Hydroxycyclohexanone serves as a versatile building block in synthetic organic chemistry, enabling access to substituted cyclohexane scaffolds through selective functionalization at the C4 position. Its balanced reactivity facilitates nucleophilic additions, oxidation-reduction transformations, and coupling reactions under standard conditions. The molecule exhibits bench stability and compatibility with common protecting group strategies, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Ayres, Fred D. Tetrahedron Letters, 1994 , vol. 35, # 39 p. 7151 - 7154
  • Route2

    References

    • SK Chemicals Co.,Ltd.; RYU, Je Ho; KIM, Shin Ae; RYU, Keun Ho; KIM, Jae Sun; KIM, Nam Ho; HAN, Hye Young; KIM, Yong Hyuk; YOUN, Won-No; LEE, Yoon-Jung; SON, Hyun Joo; LEE, Bong-yong; PARK, Sung Hoon; LEE, Ju Young; LEE, Hyun Jung; JUNG, Hoe Chul; SHIN, Young Ah; LEE, Jung A; LEE, Bo Ram; SA, Joon Ho Patent: WO2011/139107 A2, 2011 ; Location in patent: Page/Page column 89 ; WO 2011/139107 A2
  • Route3

    References

    • Majewski, Marek; Mackinnon, John Canadian Journal of Chemistry, 1994 , vol. 72, # 7 p. 1699 - 1704

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H318-H335
Precautionary Statements : P261-P280-P305+P351+P338

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   0.4904
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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