389471

Sigma-Aldrich

Ethyltriphenylphosphonium iodide

95%

Synonym(s):
Phenylphosphonium ethyl iodide, ETPPI
Linear Formula:
(C6H5)3P(I)C2H5
CAS Number:
Molecular Weight:
418.25
Beilstein/REAXYS Number:
3659323
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

95%

reaction suitability

reaction type: C-C Bond Formation

mp

164-168 °C (lit.)

SMILES string

I-.CCP+(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

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

Packaging

100 g in glass bottle

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

T

Risk Statement

25

Safety Statement

45

RIDADR

UN 3464 6.1 / PGIII

WGK Germany

WGK 3

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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