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CS-W001157 4
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2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran

  • CAS No. 40365-61-5

  • Cat. No. CS-0186440
  • Purity≥97%
  • MDL No.MFCD00012352

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

2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran|CS-0186440

Structure of 40365-61-5

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General Information

  • CAS No. 40365-61-5
  • Cat. No. CS-0186440
  • Purity ≥97%
  • MDL No. MFCD00012352
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₄O₂
  • Molecular Weight 154.21
  • Synonym(s) None
  • SMILES C#CCCOC1OCCCC1

Description

This tetrahydropyran derivative features a butynyl ether side chain enabling efficient copper-catalyzed coupling reactions. The alkyne moiety facilitates click chemistry applications, while the tetrahydro-2H-pyran ring provides stability and solubility in organic media. Ideal for modular synthesis of complex architectures.

Application

2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran serves as a versatile building block in synthetic organic chemistry, enabling efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) for triazole formation. The terminal alkyne functionality offers high reactivity in click chemistry protocols, while the tetrahydropyran ring provides excellent stability and compatibility with diverse reaction conditions. Its bench-stable nature and straightforward purification make it ideal for constructing complex molecular architectures in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      110-87-2
    • In-stock
      3-Butyn-1-ol|CS-W001947
      927-74-2
    • ~98%
    • In-stock
      2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran|CS-0186440
      40365-61-5

    References

    • Sargent, Melvyn V.; Wangchareontrakul, Sirichai Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1990 , # 5 p. 1429 - 1434
  • Route2
    • null|null
      142-68-7
    • In-stock
      3-Butyn-1-ol|CS-W001947
      927-74-2
    • ~95%
    • In-stock
      2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran|CS-0186440
      40365-61-5

    References

    • Lysenko, Sergej; Volbeda, Jeroen; Jones, Peter G.; Tamm, Matthias Angewandte Chemie - International Edition, 2012 , vol. 51, # 27 p. 6757 - 6761
  • Route3
    • null|null
      69361-40-6
    • ~%
    • In-stock
      2-(But-3-yn-1-yloxy)tetrahydro-2H-pyran|CS-0186440
      40365-61-5

    References

    • Stefani, Helio A.; Cardoso, Lincoln D. G.; Valduga, Claudete J.; Zeni, Gilson Phosphorus, Sulfur and Silicon and Related Elements, 2001 , vol. 171-172, p. 167 - 172

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H302+H312+H332-H315-H319-H335
Precautionary Statements : P210-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P370+P378-P403-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   1.5529
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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