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CS-W001157 4
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3-Methoxybenzyltriphenylphosphonium chloride

  • CAS No. 18880-05-2

  • Cat. No. CS-0040940
  • Purity≥98%
  • MDL No.MFCD09836189

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

3-Methoxybenzyltriphenylphosphonium chloride|CS-0040940

Structure of 18880-05-2

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General Information

  • CAS No. 18880-05-2
  • Cat. No. CS-0040940
  • Purity ≥98%
  • MDL No. MFCD09836189
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₆H₂₄ClOP
  • Molecular Weight 418.89
  • Synonym(s) [(3-Methoxyphenyl)methyl]triphenylphosphonium chloride
  • SMILES COC1=CC(C[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)=CC=C1.[Cl-]

Description

This phosphonium salt features a 3-methoxybenzyl group attached to a triphenylphosphonium cation, delivering enhanced solubility and stability in polar solvents. It serves as a versatile reagent for Wittig-type transformations and phase-transfer catalysis, enabling efficient functionalization of carbonyl compounds under mild conditions.

Application

3-Methoxybenzyltriphenylphosphonium chloride serves as a reliable Wittig reagent precursor, enabling efficient olefination reactions with aldehydes under mild conditions. The methoxy-substituted benzyl group enhances solubility and stability in polar solvents, while the triphenylphosphonium cation ensures high reactivity and clean E/Z selectivity. This compound facilitates the synthesis of conjugated alkenes and functionalized styrenes with excellent reproducibility, making it ideal for medicinal chemistry applications and scale-up workflows.

Synthesis

  • Route1
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    • ~97%
    • In-stock
      3-Methoxybenzyltriphenylphosphonium chloride|CS-0040940
      18880-05-2

    References

    • Colabufo, Nicola Antonio; Berardi, Francesco; Perrone, Roberto; Rapposelli, Simona; Digiacomo, Maria; Balsamo, Aldo Journal of Medicinal Chemistry, 2006 , vol. 49, # 22 p. 6607 - 6613
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    References

    • Journal of Chemical Research, , # 3 p. 232 - 233

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   2.1933
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   6

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