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Key Documents

299588

Sigma-Aldrich

(3-Trimethylsilyl-2-propynyl)triphenylphosphonium bromide

98%

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About This Item

Empirical Formula (Hill Notation):
C24H26BrPSi
CAS Number:
Molecular Weight:
453.43
Beilstein/REAXYS Number:
3581358
MDL number:
UNSPSC Code:
12352003
PubChem Substance ID:

assay

98%

reaction suitability

reaction type: C-C Bond Formation

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

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Application

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

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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