(2-oxo-2-phenylethyl)triphenylphosphanium bromide

• ChemBase ID: 74850
• Molecular Formular: C26H22BrOP
• Molecular Mass: 461.330041
• Monoisotopic Mass: 460.05916395
• SMILES: O=C(c1ccccc1)C[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• Canonical SMILES: O=C(c1ccccc1)C[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• InChI: InChI=1S/C26H22OP.BrH/c27-26(22-13-5-1-6-14-22)21-28(23-15-7-2-8-16-23,24-17-9-3-10-18-24)25-19-11-4-12-20-25;/h1-20H,21H2;1H/q+1;/p-1
• InChIKey: AEHDSYHVTDJGDN-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-oxo-2-phenylethyl)triphenylphosphanium bromide
• IUPAC Traditional name: (2-oxo-2-phenylethyl)triphenylphosphanium bromide
• Synonyms: (Benzoylmethyl)triphenylphosphonium bromide; (2-Oxo-2-phenylethyl)triphenylphosphonium bromide; (Benzoylmethyl)triphenylphosphonium bromide; Phenacyltriphenylphosphonium bromide; (2-Oxo-2-phenylethyl)triphenylphosphonium bromide; Phenacyltriphenylphosphonium bromide; (Benzoylmethyl)triphenylphosphonium bromide; (苯甲酰基甲基)三苯基溴化膦

Database IDs

• CAS Number: 6048-29-9
• EC Number: 227-945-3
• MDL Number: MFCD00011920
• Beilstein Number: 3642554
• PubChem SID: 24849116; 162039768
• PubChem CID: 197064

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.652457
• LogD (pH = 7.4): 5.652457
• Log P: 5.652457
• Molar Refractivity: 117.2213 cm^3
• Polarizability: 45.90232 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 265-268 °C (dec.)(lit.); ca 266°C dec.

Safety Information

• Storage Warning: Hygroscopic; Irritant/Hygroscopic
• RTECS: TA2400000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37; 26-37/39
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥90%; 95+%; 97+%
• Grade: technical grade
• Linear Formula: C6H5COCH2P(C6H5)3Br

DETAILS

Sigma Aldrich - 151335

Packaging
25 g in poly bottle
Application
Catalyst for protections and deprotection of alcohols via etherification1Reactant involved in:
• Investigations of gas-phase pyrolysis2
• Asymmetric hydroxylamine / enone cascade reactions3
• Reductive Michael cyclizations4
• Microwave-assisted Wittig olefination5
• Synthesis of polyfunctionally substituted heterocycles6