[2-oxo-2-(prop-2-en-1-yloxy)ethyl]triphenylphosphanium iodide

• ChemBase ID: 146939
• Molecular Formular: C23H22IO2P
• Molecular Mass: 488.297811
• Monoisotopic Mass: 488.04021457
• SMILES: C=CCOC(=O)C[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[I-]
• Canonical SMILES: C=CCOC(=O)C[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[I-]
• InChI: InChI=1S/C23H22O2P.HI/c1-2-18-25-23(24)19-26(20-12-6-3-7-13-20,21-14-8-4-9-15-21)22-16-10-5-11-17-22;/h2-17H,1,18-19H2;1H/q+1;/p-1
• InChIKey: PJGRTFGJXKYEIH-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: [2-oxo-2-(prop-2-en-1-yloxy)ethyl]triphenylphosphanium iodide
• IUPAC Traditional name: [2-oxo-2-(prop-2-en-1-yloxy)ethyl]triphenylphosphanium iodide
• Synonyms: (Allyloxycarbonylmethyl)triphenylphosphonium iodide; (烯丙氧基羰甲基)三苯基碘化膦

Database IDs

• CAS Number: 206557-04-2
• MDL Number: MFCD00191712
• PubChem SID: 24864594; 162241131
• PubChem CID: 16212526

CALCULATED PROPERTIES

• Acid pKa: 19.472467
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.775362
• LogD (pH = 7.4): 4.775362
• Log P: 4.775362
• Molar Refractivity: 107.336 cm^3
• Polarizability: 42.24352 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 138 °C (dec.)(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 2811 6.1/PG 2

Product Information

• Purity: 97%
• Linear Formula: (C6H5)3P(CH2CO2CH2CH=CH2)I

DETAILS

Sigma Aldrich - 394424

Packaging
50 g in glass bottle
Application
For the preparation of α,β-unsaturated esters from aldehydes and ketones. The allyl group can be conveniently removed by standard rhodium or palladium chemistry.1