(4-ethoxy-2,4-dioxobutyl)triphenylphosphanium chloride

• ChemBase ID: 74865
• Molecular Formular: C24H24ClO3P
• Molecular Mass: 426.872321
• Monoisotopic Mass: 426.11515894
• SMILES: [P+](c1ccccc1)(c1ccccc1)(c1ccccc1)CC(=O)CC(=O)OCC.[Cl-]
• Canonical SMILES: CCOC(=O)CC(=O)C[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Cl-]
• InChI: InChI=1S/C24H24O3P.ClH/c1-2-27-24(26)18-20(25)19-28(21-12-6-3-7-13-21,22-14-8-4-9-15-22)23-16-10-5-11-17-23;/h3-17H,2,18-19H2,1H3;1H/q+1;/p-1
• InChIKey: BRRCLIKFZISBBV-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-ethoxy-2,4-dioxobutyl)triphenylphosphanium chloride
• IUPAC Traditional name: (4-ethoxy-2,4-dioxobutyl)triphenylphosphanium chloride
• Synonyms: (3-Ethoxycarbonyl-2-oxopropyl)triphenylphosphonium chloride; [3-(Ethoxycarbonyl)-2-oxopropyl]triphenylphosphonium chloride; [3-(乙氧羰基)-2-丙氧基]三苯基氯化膦

Database IDs

• CAS Number: 106302-03-8
• MDL Number: MFCD00192128
• PubChem SID: 24866559; 162039783
• PubChem CID: 2773640

CALCULATED PROPERTIES

• Acid pKa: 10.376254
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.6227684
• LogD (pH = 7.4): 4.6223164
• Log P: 4.622774
• Molar Refractivity: 112.8171 cm^3
• Polarizability: 44.367207 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 160 °C (dec.)(lit.)

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Linear Formula: C2H5O2CCH2COCH2P(C6H5)3Cl

DETAILS

Sigma Aldrich - 424242

Packaging
10 g in glass bottle
Application
Reactant for:
• Preparation of cyclic amidine-based inhibitors of β-secretase (BACE-1)1
• Wittig reactions2
• Dehydrochlorination and alkylation reactions3