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CS-W001157 4
Total: USD 88.00

3-(Trimethylsilyl)-2-propyn-1-ol

  • CAS No. 5272-36-6

  • Cat. No. CS-0173149
  • Molecule weight128.24
  • Purity≥95%
  • MDL No.None

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

3-(Trimethylsilyl)-2-propyn-1-ol|CS-0173149

Structure of 5272-36-6

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General Information

  • CAS No. 5272-36-6
  • Cat. No. CS-0173149
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₂OSi
  • Molecular Weight 128.24
  • Synonym(s) 3-Trimethylsilylprop-2-yn-1-ol; 3-(Trimethylsilyl)-2-propyn-1-ol
  • SMILES OCC#C[Si](C)(C)C

Description

3-(Trimethylsilyl)-2-propyn-1-ol features a terminal alkyne bearing a trimethylsilyl-protected hydroxyl group, enabling stable storage and selective deprotection under mild conditions. This functionality facilitates efficient coupling in Sonogashira reactions and enables the installation of protected alcohol handles in complex molecule synthesis.

Application

3-(Trimethylsilyl)-2-propyn-1-ol serves as a versatile building block in synthetic organic chemistry, enabling efficient Sonogashira coupling reactions and acting as a protected alkyne handle. Its trimethylsilyl group provides excellent stability and facilitates selective deprotection under mild conditions. The molecule exhibits favorable bench stability, ease of handling, and compatibility with diverse functional groups, making it well-suited for complex molecule assembly in medicinal chemistry and materials synthesis.

Synthesis

  • Route1
    • null|null
      75-77-4
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      107-19-7
    • ~99%
    • In-stock
      3-(Trimethylsilyl)-2-propyn-1-ol|CS-0173149
      5272-36-6

    References

    • Yang, Qingliang; Draghici, Cristian; Njardarson, Jon T.; Li, Fang; Smith, Brandon R.; Das, Pradipta Organic and Biomolecular Chemistry, 2014 , vol. 12, # 2 p. 330 - 344
  • Route2
    • null|null
      50-00-0
    • null|null
      1066-54-2
    • ~99%
    • In-stock
      3-(Trimethylsilyl)-2-propyn-1-ol|CS-0173149
      5272-36-6

    References

    • Trost, Barry M.; Shen, Hong C.; Horne, Daniel B.; Toste, F. Dean; Steinmetz, Bernhard G.; Koradin, Christopher Chemistry - A European Journal, 2005 , vol. 11, # 8 p. 2577 - 2590
  • Route3

    References

    • Solladie, Guy Bulletin des Societes Chimiques Belges, 1990 , vol. 99, # 10 p. 837 - 847

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H227-H301-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   0.8595
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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