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CS-W001157 4
Total: USD 88.00

1-Phenylprop-2-yn-1-ol

  • CAS No. 4187-87-5

  • Cat. No. CS-W013411
  • Purity≥97%
  • MDL No.MFCD00021860

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

1-Phenylprop-2-yn-1-ol|CS-W013411

Structure of 4187-87-5

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General Information

  • CAS No. 4187-87-5
  • Cat. No. CS-W013411
  • Purity ≥97%
  • MDL No. MFCD00021860
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈O
  • Molecular Weight 132.16
  • Synonym(s) Ethynylphenylcarbinol; 1-Phenylprop-2-yn-1-ol
  • SMILES C#CC(C1=CC=CC=C1)O

Description

1-Phenylprop-2-yn-1-ol features a conjugated alkyne-phenol scaffold that enables efficient coupling in transition-metal-catalyzed reactions. This bench-stable, moisture-tolerant reagent integrates readily into synthetic sequences requiring polarizable triple bonds and phenolic functionality.

Application

1-Phenylprop-2-yn-1-ol serves as a versatile synthetic building block featuring a terminal alkyne and benzylic alcohol functionality. Its reactivity enables efficient Sonogashira coupling, click chemistry, and oxidation to the corresponding aldehyde or carboxylic acid. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis in medicinal chemistry and heterocycle construction workflows.

Synthesis

  • Route1
    • null|null
      100-52-7
    • null|null
      4301-14-8
    • ~99%
    • In-stock
      1-Phenylprop-2-yn-1-ol|CS-W013411
      4187-87-5

    References

    • Matsuya, Yuji; Koiwai, Azusa; Minato, Daishiro; Sugimoto, Kenji; Toyooka, Naoki Tetrahedron Letters, 2012 , vol. 53, # 44 p. 5955 - 5957,3
  • Route2
    • null|null
      100-52-7
    • null|null
      74-86-2
    • ~90%
    • In-stock
      1-Phenylprop-2-yn-1-ol|CS-W013411
      4187-87-5

    References

    • Dehmlow, Eckehard V.; Shamout, Abdul Rahman Liebigs Annalen der Chemie, 1982 , # 9 p. 1750 - 1752
  • Route3
    • 1-Phenyl-3-trimethylsilyl-2-propyn-1-ol|CS-0205389
      89530-34-7
    • ~98%
    • In-stock
      1-Phenylprop-2-yn-1-ol|CS-W013411
      4187-87-5

    References

    • Wang, Ya-Hui; Liu, Heng; Zhu, Li-Li; Li, Xiao-Xiao; Chen, Zili Advanced Synthesis and Catalysis, 2011 , vol. 353, # 5 p. 707 - 712

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   1.3532
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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