[(4-ethoxyphenyl)methyl]triphenylphosphanium bromide

• ChemBase ID: 150322
• Molecular Formular: C27H26BrOP
• Molecular Mass: 477.372501
• Monoisotopic Mass: 476.09046408
• SMILES: CCOc1ccc(cc1)C[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• Canonical SMILES: CCOc1ccc(cc1)C[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• InChI: InChI=1S/C27H26OP.BrH/c1-2-28-24-20-18-23(19-21-24)22-29(25-12-6-3-7-13-25,26-14-8-4-9-15-26)27-16-10-5-11-17-27;/h3-21H,2,22H2,1H3;1H/q+1;/p-1
• InChIKey: MZBKKJRCQNVENM-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: [(4-ethoxyphenyl)methyl]triphenylphosphanium bromide
• IUPAC Traditional name: [(4-ethoxyphenyl)methyl]triphenylphosphanium bromide
• Synonyms: (4-Ethoxybenzyl)triphenylphosphonium bromide; (4-乙氧基苄基)三苯基溴化膦

Database IDs

• CAS Number: 82105-88-2
• MDL Number: MFCD00011834
• PubChem SID: 24856143; 162244483
• PubChem CID: 2724470

CALCULATED PROPERTIES

• Acid pKa: 16.844435
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 6.5514007
• LogD (pH = 7.4): 6.5514007
• Log P: 6.5514007
• Molar Refractivity: 123.0456 cm^3
• Polarizability: 48.378925 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 214-215 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37/39
• 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

• Purity: 99%
• Linear Formula: C2H5OC6H4CH2P(C6H5)3Br

DETAILS

Sigma Aldrich - 266485

Packaging
5 g in glass bottle
Application
Reactant for:
• Preparation of styrylquinolones by Wittig reaction1
• Preparation of indolone-N-oxides as antiplasmodial and anticancer agents2
• Assembly of pyrimidinone core of HIV integrase inhibitor raltegravir potassium, via Wittig reaction3