[(4-methylphenyl)methyl]triphenylphosphanium bromide

• ChemBase ID: 301890
• Molecular Formular: C26H24BrP
• Molecular Mass: 447.346521
• Monoisotopic Mass: 446.0798994
• SMILES: Cc1ccc(cc1)C[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• Canonical SMILES: Cc1ccc(cc1)C[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• InChI: InChI=1S/C26H24P.BrH/c1-22-17-19-23(20-18-22)21-27(24-11-5-2-6-12-24,25-13-7-3-8-14-25)26-15-9-4-10-16-26;/h2-20H,21H2,1H3;1H/q+1;/p-1
• InChIKey: CEEKCHGNKYVTTM-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: [(4-methylphenyl)methyl]triphenylphosphanium bromide
• IUPAC Traditional name: [(4-methylphenyl)methyl]triphenylphosphanium bromide
• Synonyms: (4-Methylbenzyl)triphenylphosphonium bromide; (4-甲基苄基)三苯基溴化膦

Database IDs

• CAS Number: 2378-86-1
• EC Number: 219-159-4
• MDL Number: MFCD00031580
• Beilstein Number: 3810292

CALCULATED PROPERTIES

• Acid pKa: 17.849228
• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 6.8656855
• LogD (pH = 7.4): 6.8656855
• Log P: 6.8656855
• Molar Refractivity: 116.875 cm^3
• Polarizability: 45.838974 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 268-270°C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 98+%

REFERENCES

• Benzylic phosphonium salts undergo the Wittig reaction with aromatic aldehydes using solid KOH in the presence of 18-crown-6 to give (Z)-stilbenes with good stereoselectivity: Tetrahedron Lett., 37, 4225 (1996). See Appendix 1.