Skip to Content
Merck
All Photos(2)

Documents

389471

Sigma-Aldrich

Ethyltriphenylphosphonium iodide

95%

Synonym(s):

ETPPI, Phenylphosphonium ethyl iodide

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
(C6H5)3P(I)C2H5
CAS Number:
4736-60-1
Molecular Weight:
418.25
Beilstein:
3659323
EC Number:
225-245-2
MDL number:
MFCD00040352
UNSPSC Code:
12352002
PubChem Substance ID:
24864288
NACRES:
NA.22

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

Looking for similar products? Visit Product Comparison Guide

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
GHS06

Signal Word

Danger

Hazard Statements

H301,H319

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2

Storage Class Code

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

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service