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CS-W001157 4
Total: USD 88.00

(4-Fluorophenylmethyl)triphenylphosphonium chloride

  • CAS No. 3462-95-1

  • Cat. No. CS-0040954
  • Purity≥97%
  • MDL No.MFCD00031637

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

(4-Fluorophenylmethyl)triphenylphosphonium chloride|CS-0040954

Structure of 3462-95-1

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General Information

  • CAS No. 3462-95-1
  • Cat. No. CS-0040954
  • Purity ≥97%
  • MDL No. MFCD00031637
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₅H₂₁ClFP
  • Molecular Weight 406.86
  • Synonym(s) (4-Fluorobenzyl)triphenylphosphonium chloride
  • SMILES FC1=CC=C(C[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)C=C1.[Cl-]

Description

This phosphonium salt features a (4-fluorophenylmethyl) group attached to a triphenylphosphonium cation, delivering enhanced stability and solubility in polar aprotic solvents. The para-fluoro substituent imparts electron-withdrawing character, facilitating efficient Wittig reactions and enabling controlled olefination under mild conditions. Ideal for synthesizing conjugated alkenes and functionalized aromatic systems.

Application

(4-Fluorophenylmethyl)triphenylphosphonium chloride serves as a stable, bench-ready phosphonium salt enabling efficient Wittig-type olefination reactions. Its fluorinated benzyl group imparts enhanced electrophilicity and improved solubility in organic media, facilitating high-yielding conversions with aldehydes and ketones. The compound exhibits excellent functional group tolerance and simplifies purification due to the triphenylphosphine oxide byproduct's crystallinity.

Synthesis

  • Route1
    • null|null
      603-35-0
    • null|null
      352-11-4
    • ~83%
    • In-stock
      (4-Fluorophenylmethyl)triphenylphosphonium chloride|CS-0040954
      3462-95-1

    References

    • Ho, Jinn-Hsuan; Lee, Ya-Wen; Chen, Ying-Zhe; Chen, Pin-Sian; Liu, Wei-Qi; Ding, Yi-Shun Tetrahedron, 2013 , vol. 69, # 35 p. 7325 - 7332
  • Route2
    • In-stock
      (4-Fluorophenyl)methanol|CS-0043595
      459-56-3
    • null|null
      603-35-0
    • ~%
    • In-stock
      (4-Fluorophenylmethyl)triphenylphosphonium chloride|CS-0040954
      3462-95-1

    References

    • Journal of Organic Chemistry, , vol. 58, # 21 p. 5643 - 5649

Safety Information

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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   0
  • LogP   2.3238
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   5

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