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CS-W001157 4
Total: USD 88.00

Hex-5-yn-1-ol

  • CAS No. 928-90-5

  • Cat. No. CS-W016659
  • Molecule weight98.15
  • Purity≥96%
  • MDL No.MFCD00002980

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

Hex-5-yn-1-ol|CS-W016659

Structure of 928-90-5

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General Information

  • CAS No. 928-90-5
  • Cat. No. CS-W016659
  • Purity ≥96%
  • MDL No. MFCD00002980
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₀O
  • Molecular Weight 98.15
  • Synonym(s) 5-Hexyn-1-ol
  • SMILES C#CCCCCO

Description

5-Hexyn-1-ol was used in synthesis of:cinnoline-fused cyclic enediynellycopodium alkaloids, (+)-nankakurine A and (+)-nankakurine B7-benzoyloxy-3-(2-nitrophenylseleno)-1,5-cyclodecadiyne

Application

Hex-5-yn-1-ol serves as a versatile terminal alkyne building block for transition-metal-catalyzed coupling reactions, including Sonogashira and Glaser-type homocoupling. Its primary alcohol functionality enables straightforward derivatization via esterification or protection, while the terminal alkyne facilitates efficient conjugation with aryl halides and other electrophiles. The molecule exhibits good bench stability and is readily purified by distillation or silica gel chromatography, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • 2-(Chloromethyl)tetrahydro-2H-pyran|CS-0204782
      18420-41-2
    • ~83%
    • In-stock
      Hex-5-yn-1-ol|CS-W016659
      928-90-5

    References

    • Gu, Haining; Xu, Wei Ming; Kinstle, Thomas H. Tetrahedron Letters, 2005 , vol. 46, # 38 p. 6449 - 6451
  • Route2
    • null|null
      18343-91-4
    • ~%
    • In-stock
      Hex-5-yn-1-ol|CS-W016659
      928-90-5
    • null|null
      69441-76-5

    References

    • US2013/96295 A1, ; Paragraph 0056 ;
  • Route3

    References

    • Nystroem, Jan-E.; McCanna, Terrence D.; Helquist, Paul; Iyer, Ramnath S. Tetrahedron Letters, 1985 , vol. 26, # 44 p. 5393 - 5396

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   20.23
  • LogP   0.7822
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   3

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