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CS-W001157 4
Total: USD 88.00

4-Trimethylsilyl-3-butyn-1-ol

  • CAS No. 2117-12-6

  • Cat. No. CS-0187053
  • Purity≥98%
  • MDL No.MFCD00190217

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

4-Trimethylsilyl-3-butyn-1-ol|CS-0187053

Structure of 2117-12-6

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General Information

  • CAS No. 2117-12-6
  • Cat. No. CS-0187053
  • Purity ≥98%
  • MDL No. MFCD00190217
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₄OSi
  • Molecular Weight 142.27
  • Synonym(s) 4-(trimethylsilyl)but-3-yn-1-ol
  • SMILES OCCC#C[Si](C)(C)C

Description

4-Trimethylsilyl-3-butyn-1-ol features a terminal alkyne tethered to a silyl-protected alcohol, enabling reliable conjugate additions and Sonogashira couplings. This bench-stable reagent facilitates efficient C–C bond formation in complex molecule synthesis, particularly in natural product and pharmaceutical applications where orthogonal functional group handling is critical.

Application

4-Trimethylsilyl-3-butyn-1-ol serves as a versatile building block in synthetic organic chemistry, enabling efficient Sonogashira coupling and other palladium-catalyzed transformations. The trimethylsilyl group provides excellent stability and facilitates mild deprotection, while the terminal alkyne functionality supports reliable functionalization. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for constructing complex molecular architectures in medicinal chemistry and materials science workflows.

Synthesis

  • Route1
    • null|null
      75-77-4
    • In-stock
      3-Butyn-1-ol|CS-W001947
      927-74-2
    • ~97%
    • In-stock
      4-Trimethylsilyl-3-butyn-1-ol|CS-0187053
      2117-12-6

    References

    • Dickner, Tim; Laschat, Sabine Advanced Synthesis and Catalysis, 2000 , vol. 342, # 8 p. 804 - 811
  • Route2
    • null|null
      75-21-8
    • null|null
      1066-54-2
    • ~82%
    • In-stock
      4-Trimethylsilyl-3-butyn-1-ol|CS-0187053
      2117-12-6

    References

    • Brummond, Kay M.; McCabe, Jamie M. Synlett, 2005 , # 16 art. no. S06305ST, p. 2457 - 2460
  • Route3

    References

    • US4536592 A1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS07
Signal Word : Danger
UN#: 1993
Class : 3
Packing Group : Ⅲ
Hazard Statements : H226-H315-H319-H335
Precautionary Statements : P210-P233-P240-P241-P242-P243-P260-P261-P264-P271-P280-P302+P352-P304+P340-P340-P362-P370+P378-P403-P405-P501

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   1.2496
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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