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CS-W001157 4
Total: USD 88.00

(2-Methoxyethyl)triphenylphosphonium bromide

  • CAS No. 55894-16-1

  • Cat. No. CS-0031359
  • Purity≥97%
  • MDL No.MFCD00195808

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

(2-Methoxyethyl)triphenylphosphonium bromide|CS-0031359

Structure of 55894-16-1

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General Information

  • CAS No. 55894-16-1
  • Cat. No. CS-0031359
  • Purity ≥97%
  • MDL No. MFCD00195808
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₁H₂₂BrOP
  • Molecular Weight 401.28
  • Synonym(s) NSC 280056; Triprolidine Impurity 3
  • SMILES COCC[P+](C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3.[Br-]

Description

This phosphonium salt features a methoxyethyl substituent that enhances solubility in polar solvents while maintaining stability under standard handling conditions. The triphenylphosphonium core enables efficient Wittig-type reactions, delivering controlled olefination outcomes with minimal side-product formation.

Application

(2-Methoxyethyl)triphenylphosphonium bromide serves as a reliable Wittig reagent precursor, enabling efficient olefination of aldehydes and ketones under mild conditions. The methoxyethyl group enhances solubility and stability in polar solvents, facilitating clean reaction profiles and simplified purification. Its bench-stable nature and compatibility with diverse functional groups make it a practical choice for synthesizing terminal alkenes in complex molecule assembly.

Synthesis

  • Route1
    • null|null
      603-35-0
    • null|null
      6482-24-2
    • ~98%
    • In-stock
      (2-Methoxyethyl)triphenylphosphonium bromide|CS-0031359
      55894-16-1

    References

    • Rao, G. Venkateswara; Reddy, G. Chandrasekara Tetrahedron Letters, 2008 , vol. 49, # 5 p. 824 - 826
  • Route2
    • null|null
      67-56-1
    • In-stock
      (2-Hydroxyethyl)triphenylphosphonium bromide|CS-0094456
      7237-34-5
    • ~69%
    • In-stock
      (2-Methoxyethyl)triphenylphosphonium bromide|CS-0031359
      55894-16-1

    References

    • Cristau, Henri-Jean; Mouchet, Patrick Phosphorus, Sulfur and Silicon and the Related Elements, 1995 , vol. 107, # 1-4 p. 135 - 144
  • Route3
    • null|null
      67-56-1
    • null|null
      603-35-0
    • null|null
      540-51-2
    • ~98%
    • In-stock
      (2-Methoxyethyl)triphenylphosphonium bromide|CS-0031359
      55894-16-1

    References

    • Acquadro, Francesco; Oulyadi, Hassan; Venturello, Paolo; Maddaluno, Jacques Tetrahedron Letters, 2002 , vol. 43, # 48 p. 8759 - 8763

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   0.6309
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   6

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