ethyltriphenylphosphanium iodide

• ChemBase ID: 144854
• Molecular Formular: C20H20IP
• Molecular Mass: 418.251031
• Monoisotopic Mass: 418.03473527
• SMILES: CC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[I-]
• Canonical SMILES: CC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[I-]
• InChI: 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
• InChIKey: SLAFUPJSGFVWPP-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyltriphenylphosphanium iodide
• IUPAC Traditional name: ethyltriphenylphosphanium iodide
• Synonyms: ETPPI; Phenylphosphonium ethyl iodide; Ethyltriphenylphosphonium iodide; Ethyltriphenylphosphonium Iodide; Hishicolin ETPPI; Ethyltriphenylphosphonium Iodide; 乙基三苯基碘化膦; 碘化乙基三苯基瞵

Database IDs

• CAS Number: 4736-60-1
• EC Number: 225-245-2
• MDL Number: MFCD00040352
• Beilstein Number: 3659323
• PubChem SID: 162239066; 24869776; 24864288
• PubChem CID: 78474

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 4.984599
• LogD (pH = 7.4): 4.984599
• Log P: 4.984599
• Molar Refractivity: 91.9698 cm^3
• Polarizability: 36.28101 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Methanol
• Apperance: Yellow Foam
• Melting Point: 164-168 °C; 164-168 °C(lit.); 164-169°C

Safety Information

• Storage Warning: Light Sensitive & Hygroscopic
• RTECS: TA2312000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811; UN2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3; III
• Risk Statements: 21-25-37-41; 25
• Safety Statements: 26-36/37/39-45; 45
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301; H301-H312-H335-H318
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A; P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: ≥95% (AT); 95%; 98+%
• Grade: technical
• Linear Formula: (C6H5)3P(I)C2H5

DETAILS

Sigma Aldrich - 389471

Packaging
100 g in glass bottle
Application
Reactant involved in:
• Synthesis of diarylmethine derivatives1, phosphonium salts2, and bismuth(III) polynuclear halide complexes3
• Asymmetric hydrogenation4

Sigma Aldrich - 46095

Application
Reactant involved in:
• Synthesis of diarylmethine derivatives1, phosphonium salts2, and bismuth(III) polynuclear halide complexes3
• Asymmetric hydrogenation4

Toronto Research Chemicals - E931955

Wittig reagent.

REFERENCES

• The phosphorane, generated by reaction with n-BuLi, reacts with nitriles to give high yields of ketones: J. Am. Chem. Soc., 89, 7009 (1967).