92788

(3-Trimethylsilyl-2-propynyl)triphenylphosphonium bromide

technical, ≥95% (NT)

• Empirical Formula (Hill Notation): C₂₄H₂₆BrPSi
• CAS Number: 42134-49-6
• Molecular Weight: 453.43
• Beilstein: 3581358
• MDL number: MFCD00012029
• UNSPSC Code: 12352000

Properties

• grade: technical
• Assay: ≥95% (NT)
• mp: 166-167 °C (dec.) (lit.)
• SMILES string: [Br-].C[Si](C)(C)C#CC[P+](c1ccccc1)(c2ccccc2)c3ccccc3
• InChI: 1S/C24H26PSi.BrH/c1-26(2,3)21-13-20-25(22-14-7-4-8-15-22,23-16-9-5-10-17-23)24-18-11-6-12-19-24;/h4-12,14-19H,20H2,1-3H3;1H/q+1;/p-1
• InChI key: PBSHVEOONSKWJF-UHFFFAOYSA-M

Description

Application

Reactant for:

• Horner-Wadsworth-Emmons olefination
• Aromatic ring umpolung
• Stereoselective Wittig reaction
• Bromoetherification reactions
• Olefination of Garner′s aldehyde
• Regioselective Wittig reaction

Other Notes

Wittig reagent for the synthesis of en-ynes; the (E)-olefin is formed preferentially