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CS-W001157 4
Total: USD 88.00

4-((Trimethylsilyl)ethynyl)morpholine

  • CAS No. 64024-63-1

  • Cat. No. CS-0105462
  • Molecule weight183.32
  • Purity≥95%
  • MDL No.MFCD05865184

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

4-((Trimethylsilyl)ethynyl)morpholine|CS-0105462

Structure of 64024-63-1

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General Information

  • CAS No. 64024-63-1
  • Cat. No. CS-0105462
  • Purity ≥95%
  • MDL No. MFCD05865184
  • Storage -20°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₇NOSi
  • Molecular Weight 183.32
  • Synonym(s) 1-(Trimethylsilyl)-2-morpholino acetylene
  • SMILES C[Si](C#CN1CCOCC1)(C)C

Description

4-((Trimethylsilyl)ethynyl)morpholine features a terminal alkyne tethered to a morpholine ring, enabling efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC). This silyl-protected alkyne offers enhanced stability and compatibility with aqueous or protic environments, simplifying downstream conjugation workflows. The trimethylsilyl group serves as a robust protecting moiety for the alkyne, facilitating selective deprotection under mild fluoride conditions.

Application

4-((Trimethylsilyl)ethynyl)morpholine serves as a versatile silyl-protected alkyne building block, enabling efficient Sonogashira coupling reactions under mild conditions. Its trimethylsilyl group provides excellent bench stability and facilitates orthogonal deprotection, while the morpholine moiety offers favorable solubility and functional group tolerance. This reagent functions reliably in the construction of conjugated systems and heterocyclic scaffolds common in medicinal chemistry and materials science applications.

Synthesis

  • Route1
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      310905-04-5
    • ~%
    • In-stock
      4-((Trimethylsilyl)ethynyl)morpholine|CS-0105462
      64024-63-1

    References

    • Balsells; Vazquez; Moyano; Pericas; Riera Journal of Organic Chemistry, 2000 , vol. 65, # 22 p. 7291 - 7302
  • Route2
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      110-91-8
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      7652-06-4
    • ~%
    • In-stock
      4-((Trimethylsilyl)ethynyl)morpholine|CS-0105462
      64024-63-1

    References

    • Sato,Y. et al. Journal of Organic Chemistry, 1978 , vol. 43, # 2 p. 199 - 202

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H319
Precautionary Statements : P264-P280-P305+P351+P338-P337+P313

Quality Control

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Computational Chemistry Data

  • TPSA   12.47
  • LogP   1.1569
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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