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389471

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:
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.)

functional group

phosphine

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

Signal Word

Danger

Hazard Statements

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

389471-BULK:
389471-25G:
389471-100G:4548173988306
389471-VAR:


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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)
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)

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