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Sigma-Aldrich

Ethyltriphenylphosphonium iodide

95%

Synonym(s):

ETPPI, Phenylphosphonium ethyl iodide

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About This Item

Linear Formula:
(C6H5)3P(I)C2H5
CAS Number:
Molecular Weight:
418.25
Beilstein/REAXYS Number:
3659323
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

95%

form

powder

reaction suitability

reaction type: C-C Bond Formation

mp

164-168 °C (lit.)

SMILES string

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

InChI

1S/C20H20P.HI/c1-2-21(18-12-6-3-7-13-18,19-14-8-4-9-15-19)20-16-10-5-11-17-20;/h3-17H,2H2,1H3;1H/q+1;/p-1

InChI key

SLAFUPJSGFVWPP-UHFFFAOYSA-M

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Application

Ethyltriphenylphosphonium iodide can be used as:
  • An efficient catalyst for N,N-dimethylation of primary aromatic amines with methyl alkyl carbonates.
  • A phase transfer catalyst for the synthesis of 3-hydroxyflavones from chalcones via Algar−Flynn−Oyamada synthesis.

Reactant involved in:
  • Synthesis of diarylmethine derivatives, phosphonium salts, and bismuth(III) polynuclear halide complexes
  • Asymmetric hydrogenation

pictograms

Skull and crossbones

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Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2

Storage Class

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


Certificates of Analysis (COA)

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Customers Also Viewed

Selective N, N-dimethylation of primary aromatic amines with methyl alkyl carbonates in the presence of phosphonium salts
Selva M, et al.
The Journal of Organic Chemistry, 71(15), 5770-5773 (2006)
Phase Transfer Catalysis Extends The Scope of The Algar-Flynn-Oyamada Synthesis of 3-Hydroxyflavones
Nhu D, et al.
Australian Journal of Chemistry, 68(7), 1102-1107 (2015)

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