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725285

Sigma-Aldrich

(Iodomethyl)triphenylphosphonium iodide

95%

Synonym(s):

NSC 116665

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About This Item

Empirical Formula (Hill Notation):
C19H17I2P
CAS Number:
Molecular Weight:
530.12
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

assay

95%

form

solid

reaction suitability

reaction type: C-C Bond Formation

mp

260-266 °C

SMILES string

[I-].IC[P+](c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/C19H17IP.HI/c20-16-21(17-10-4-1-5-11-17,18-12-6-2-7-13-18)19-14-8-3-9-15-19;/h1-15H,16H2;1H/q+1;/p-1

InChI key

NAVMMSRRNOXQMJ-UHFFFAOYSA-M

Application

Reactant or reagent for synthesis of:
  • Phosphacyclic compounds via oxidative dimerizations
  • Enamides via cross-coupling
  • Cyclopeptide alkaloids for use as antibacterial or cytotoxic agents
  • Terminal alkynes via dehydrohalogenation of aldehydes

Reactant for vinylcyclopropanation / cyclopentenation of strained alkenes using a sequential carborhodation process

Used as an olefination agent in the Lewis acid catalysis of electrocyclization of trienes

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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