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1-Ethynylcyclobutan-1-ol

  • CAS No. 98135-75-2

  • Cat. No. CS-0127584
  • Purity≥98%
  • MDL No.MFCD20485796

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

1-Ethynylcyclobutan-1-ol|CS-0127584

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General Information

  • CAS No. 98135-75-2
  • Cat. No. CS-0127584
  • Purity ≥98%
  • MDL No. MFCD20485796
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈O
  • Molecular Weight 96.13
  • Synonym(s) 1-ethynylcyclobutanol
  • SMILES OC1(C#C)CCC1

Description

1-Ethynylcyclobutan-1-ol features a strained cyclobutane ring fused to an alkyne and hydroxyl group, enabling efficient copper-catalyzed coupling reactions. This scaffold integrates readily into complex molecular architectures under mild conditions, offering high functional group tolerance and stability in synthetic workflows.

Application

1-Ethynylcyclobutan-1-ol serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized cyclobutane scaffolds via transition-metal-catalyzed coupling reactions. Its terminal alkyne functionality exhibits excellent compatibility with Sonogashira and CuAAC protocols, while the adjacent hydroxyl group provides a handle for selective derivatization or protection. The molecule demonstrates good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

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    • In-stock
      1-Ethynylcyclobutan-1-ol|CS-0127584
      98135-75-2

    References

    • Mochida Pharmaceutical Co. Ltd.; Hodogaya Chemical Co. Ltd. Patent: US5583227 A1, 1996 ;
  • Route2
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    • ~%
    • In-stock
      1-Ethynylcyclobutan-1-ol|CS-0127584
      98135-75-2

    References

    • Yao, Gang; Haque, Serajul; Sha, Li; Kumaravel, Gnanasambandam; Wang, Joy; Engber, Thomas M.; Whalley, Eric T.; Conlon, Patrick R.; Chang, Hexi; Kiesman, William F.; Petter, Russell C. Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 3 p. 511 - 515

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS07
Signal Word : Danger
UN#: 1993
Class : 3
Packing Group : Ⅱ
Hazard Statements : H225-H315-H319
Precautionary Statements : P210-P233-P240-P241-P242-P243-P264-P280-P302+P352-P362+P364-P370+P378-P501

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   0.5346
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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