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Trimethyl(3-((trimethylsilyl)oxy)prop-1-yn-1-yl)silane

  • CAS No. 50965-66-7

  • Cat. No. CS-0528614
  • Purity≥97%
  • MDL No.None

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

Trimethyl(3-((trimethylsilyl)oxy)prop-1-yn-1-yl)silane|CS-0528614

Structure of 50965-66-7

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General Information

  • CAS No. 50965-66-7
  • Cat. No. CS-0528614
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₂₀OSi₂
  • Molecular Weight 200.43
  • Synonym(s) Silane, trimethyl[3-[(trimethylsilyl)oxy]-1-propynyl]-
  • SMILES C[Si](OCC#C[Si](C)(C)C)(C)C

Description

Trimethyl(3-((trimethylsilyl)oxy)prop-1-yn-1-yl)silane features a silyl-protected alkyne terminus paired with a stable trimethylsilyl ether, enabling selective functionalization under mild conditions. This bench-stable reagent facilitates efficient coupling reactions in synthetic workflows requiring orthogonal protection and high chemoselectivity.

Application

Trimethyl(3-((trimethylsilyl)oxy)prop-1-yn-1-yl)silane serves as a robust, bench-stable silyl-protected alkyne building block, enabling efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC) for triazole synthesis. Its trimethylsilyl ether functionality provides excellent stability and orthogonal reactivity, facilitating selective deprotection and downstream functionalization in complex molecule assembly.

Synthesis

  • Route1
    • In-stock
      3-(Trimethylsilyl)-2-propyn-1-ol|CS-0173149
      5272-36-6
    • null|null
      999-97-3
    • ~95%
    • In-stock
      Trimethyl(3-((trimethylsilyl)oxy)prop-1-yn-1-yl)silane|CS-0528614
      50965-66-7

    References

    • Demina, Maria; Velikanov, Andrey; Medvedeva, Alevtina; Larina, Lyudmila; Voronkov, Mikhail Journal of Organometallic Chemistry, 1998 , vol. 553, # 1-2 p. 129 - 133
  • Route2
    • null|null
      75-77-4
    • null|null
      107-19-7
    • ~94%
    • In-stock
      Trimethyl(3-((trimethylsilyl)oxy)prop-1-yn-1-yl)silane|CS-0528614
      50965-66-7

    References

    • Solladie, Guy Bulletin des Societes Chimiques Belges, 1990 , vol. 99, # 10 p. 837 - 847
  • Route3

    References

    • Bourgeois,P. et al. Journal of Organometallic Chemistry, 1973 , vol. 59, p. 145 - 151

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02
Signal Word : Danger
UN#: 1993
Class : 3
Packing Group : Ⅲ
Hazard Statements : H225-H315-H319-H335
Precautionary Statements : P210-P240-P241-P242-P243-P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   2.7187
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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