[(4-methoxyphenyl)methyl]triphenylphosphanium chloride

• ChemBase ID: 74871
• Molecular Formular: C26H24ClOP
• Molecular Mass: 418.894921
• Monoisotopic Mass: 418.1253297
• SMILES: [P+](c1ccccc1)(c1ccccc1)(c1ccccc1)Cc1ccc(cc1)OC.[Cl-]
• Canonical SMILES: COc1ccc(cc1)C[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Cl-]
• InChI: InChI=1S/C26H24OP.ClH/c1-27-23-19-17-22(18-20-23)21-28(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: YQXBNCFNXOFWLR-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: [(4-methoxyphenyl)methyl]triphenylphosphanium chloride
• IUPAC Traditional name: [(4-methoxyphenyl)methyl]triphenylphosphanium chloride
• Synonyms: (4-Methoxybenzyl)triphenylphosphonium chloride; (4-Methoxybenzyl)triphenylphosphonium chloride; (4-甲氧基苄基)三苯基氯化膦

Database IDs

• CAS Number: 3462-97-3
• MDL Number: MFCD00031572
• Beilstein Number: 4173378
• PubChem SID: 162039789
• PubChem CID: 2773651

CALCULATED PROPERTIES

• Acid pKa: 17.0569
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 6.194593
• LogD (pH = 7.4): 6.194593
• Log P: 6.194593
• Molar Refractivity: 118.297 cm^3
• Polarizability: 46.532074 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 235-239°C; 236-238°C

Safety Information

• Storage Warning: Irritant
• 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: 97%

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.