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CS-W001157 4
Total: USD 88.00

(2,6-Dichlorobenzyl)triphenylphosphonium chloride

  • CAS No. 18583-54-5

  • Cat. No. CS-0357129
  • Purity≥98%
  • MDL No.None

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

(2,6-Dichlorobenzyl)triphenylphosphonium chloride|CS-0357129

Structure of 18583-54-5

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General Information

  • CAS No. 18583-54-5
  • Cat. No. CS-0357129
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₅H₂₀Cl₃P
  • Molecular Weight 457.76
  • Synonym(s) None
  • SMILES C1=CC=C(C=C1)[P+](CC2=C(C=CC=C2Cl)Cl)(C3=CC=CC=C3)C4=CC=CC=C4.[Cl-]

Description

This bench-stable phosphonium salt features a (2,6-dichlorobenzyl) group tethered to a triphenylphosphonium cation, delivering enhanced solubility in polar organic solvents. The electron-deficient aryl moiety facilitates efficient Wittig-type olefination and acts as a robust precursor in synthesis of phosphine oxides and ylide intermediates.

Application

(2,6-Dichlorobenzyl)triphenylphosphonium chloride serves as a reliable precursor for Wittig-type olefination reactions, enabling the synthesis of stabilized alkenes with high stereoselectivity. The dichlorobenzyl group enhances stability and facilitates purification, while the triphenylphosphonium moiety ensures compatibility with standard base-mediated transformations. This reagent functions effectively in the construction of conjugated systems and complex molecular architectures under mild conditions.

Synthesis

  • Route1
    • In-stock
      1,3-Dichloro-2-(chloromethyl)benzene|CS-W015717
      2014-83-7
    • null|null
      603-35-0
    • ~85%
    • In-stock
      (2,6-Dichlorobenzyl)triphenylphosphonium chloride|CS-0357129
      18583-54-5

    References

    • Tetrahedron, , vol. 40, # 1 p. 203 - 210

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 : P261-P280-P304+P340-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.4915
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   5

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