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CS-W001157 4
Total: USD 88.00

Triphenyl((2-(trimethylsilyl)ethoxy)methyl)phosphonium chloride

  • CAS No. 82495-75-8

  • Cat. No. CS-0203557
  • Purity≥95%
  • MDL No.None

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

Triphenyl((2-(trimethylsilyl)ethoxy)methyl)phosphonium chloride|CS-0203557

Structure of 82495-75-8

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General Information

  • CAS No. 82495-75-8
  • Cat. No. CS-0203557
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₃₀ClOPSi
  • Molecular Weight 429.01
  • Synonym(s) SEM-triphenylphosphonium Chloride
  • SMILES C[Si](C)(C)CCOC[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Cl-]

Description

Triphenyl((2-(trimethylsilyl)ethoxy)methyl)phosphonium chloride delivers a stable, moisture-tolerant phosphonium salt featuring a silyl-protected ether handle. This reagent enables efficient Wittig-type olefination under mild conditions, with the trimethylsilyl group providing enhanced stability and ease of manipulation during synthetic workflows.

Application

Triphenyl((2-(trimethylsilyl)ethoxy)methyl)phosphonium chloride serves as a stable, bench-friendly phosphonium salt that facilitates Wittig-type olefination reactions with aldehydes and ketones. The trimethylsilyl-protected ether moiety enhances solubility and stability while enabling orthogonal deprotection under mild acidic conditions. This reagent enables efficient synthesis of terminal alkenes with high stereoselectivity and is particularly useful in complex molecule assembly where functional group tolerance and ease of purification are critical.

Synthesis

  • Route1
    • null|null
      76513-69-4
    • null|null
      603-35-0
    • ~96%
    • In-stock
      Triphenyl((2-(trimethylsilyl)ethoxy)methyl)phosphonium chloride|CS-0203557
      82495-75-8

    References

    • Pyne,S.G.; Hensel,M.J.; Fuchs,P.L. Journal of the American Chemical Society, 1982 , vol. 104, p. 5719
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 104, p. 5719

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   2.2968
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   8

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