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CS-W001157 4
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Triphenyl[(tetrahydro-2H-pyran-4-yl)methyl]phosphonium iodide

  • CAS No. 745052-92-0

  • Cat. No. CS-0028235
  • Molecule weight488.34
  • Purity≥96%
  • MDL No.None

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

Triphenyl[(tetrahydro-2H-pyran-4-yl)methyl]phosphonium iodide|CS-0028235

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General Information

  • CAS No. 745052-92-0
  • Cat. No. CS-0028235
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₂₆IOP
  • Molecular Weight 488.34
  • Synonym(s) Phosphonium, triphenyl[(tetrahydro-2H-pyran-4-yl)methyl]-, iodide
  • SMILES C1(C[P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)CCOCC1.[I-]

Description

Triphenyl[(tetrahydro-2H-pyran-4-yl)methyl]phosphonium iodide serves as a stable, moisture-tolerant Wittig reagent precursor. The tetrahydro-2H-pyran-4-yl protecting group enhances solubility and stability in polar solvents, enabling reliable olefination under mild conditions. This phosphonium salt facilitates the synthesis of terminal alkenes with high stereoselectivity, particularly useful in complex molecule assembly where functional group tolerance is critical.

Application

Triphenyl[(tetrahydro-2H-pyran-4-yl)methyl]phosphonium iodide serves as a stable, bench-friendly phosphonium salt enabling efficient Wittig-type olefination reactions. The tetrahydropyranyl protecting group enhances solubility and stability while allowing straightforward deprotection under mild acidic conditions. This reagent facilitates the synthesis of stereodefined alkenes with high functional group tolerance and is particularly useful in complex molecule assembly, including natural product and pharmaceutical intermediates.

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 : 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

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   1.4111
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   5

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