tetraphenylphosphanium bromide

• ChemBase ID: 107109
• Molecular Formular: C24H20BrP
• Molecular Mass: 419.293361
• Monoisotopic Mass: 418.04859927
• SMILES: [Br-].c1ccc(cc1)[P+](c1ccccc1)(c1ccccc1)c1ccccc1
• Canonical SMILES: c1ccc(cc1)[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• InChI: InChI=1S/C24H20P.BrH/c1-5-13-21(14-6-1)25(22-15-7-2-8-16-22,23-17-9-3-10-18-23)24-19-11-4-12-20-24;/h1-20H;1H/q+1;/p-1
• InChIKey: BRKFQVAOMSWFDU-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: tetraphenylphosphanium bromide
• IUPAC Traditional name: tetraphenylphosphonium bromide
• Synonyms: TETRAPHENYLPHOSPHINIUM BROMIDE; Tetraphenylphosphonium bromide; Tetraphenylphosphonium bromide; 四苯基溴化膦; 四苯基溴化磷鎓

Database IDs

• CAS Number: 2751-90-8
• EC Number: 220-393-4
• MDL Number: MFCD00011915
• Beilstein Number: 3922383
• Merck Index: 149237
• PubChem SID: 24853088; 162093424; 24889042; 24850456
• PubChem CID: 2724163

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 6.0781937
• LogD (pH = 7.4): 6.0781937
• Log P: 6.0781937
• Molar Refractivity: 107.0972 cm^3
• Polarizability: 42.196945 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 295-297 °C; 295-300 °C(lit.); 296-302°C

Safety Information

• Storage Warning: Hygroscopic
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 是
• 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: ≥95.0% (NT); ≥99.0% (NT); 97%; 98%; 98+%
• Grade: puriss.; purum
• Impurities: ≤1.0% water
• Linear Formula: (C6H5)4P(Br)

DETAILS

MP Biomedicals - 05202593

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 218782

Packaging
25, 100 g in poly bottle
Application
Supporting electrolyte for the electroreduction of buckminsterfullerene.1

REFERENCES

• For a similar reaction, see 4-Chlorobenzaldehyde, A12757.
• This salt, or the more water-soluble chloride (next entry), has been used to extract heavy metals from aqueous solution as ion-association complexes: J. Organomet. Chem., 160, 17 (1978), Z. Naturforsch. B, 33B(5), 533 (1978); Microchem. J., 22, 275 (1977).
• Thermally stable phase-transfer catalyst (see Appendix 2): in combination with o-phthaloyl chloride (nitrite trap), facilitates the otherwise difficult displacement by F^- of a nitro-group meta to an activating group: Chem. Lett., 2213 (1989):