[3-(benzyloxy)propyl]triphenylphosphanium bromide

• ChemBase ID: 146439
• Molecular Formular: C28H28BrOP
• Molecular Mass: 491.399081
• Monoisotopic Mass: 490.10611415
• SMILES: c1ccc(cc1)COCCC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• Canonical SMILES: c1ccc(cc1)COCCC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• InChI: InChI=1S/C28H28OP.BrH/c1-5-14-25(15-6-1)24-29-22-13-23-30(26-16-7-2-8-17-26,27-18-9-3-10-19-27)28-20-11-4-12-21-28;/h1-12,14-21H,13,22-24H2;1H/q+1;/p-1
• InChIKey: DWYCJWXMZGVGJV-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: [3-(benzyloxy)propyl]triphenylphosphanium bromide
• IUPAC Traditional name: [3-(benzyloxy)propyl]triphenylphosphanium bromide
• Synonyms: (3-Benzyloxypropyl)triphenylphosphonium bromide; (3-苄氧基丙基)三苯基溴化鏻

Database IDs

• CAS Number: 54314-85-1
• MDL Number: MFCD00191781
• PubChem SID: 24864267; 162240635
• PubChem CID: 10929077

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 6.365248
• LogD (pH = 7.4): 6.365248
• Log P: 6.365248
• Molar Refractivity: 127.7427 cm^3
• Polarizability: 50.24562 Å^3
• Polar Surface Area: 9.23 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 153-154 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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: 98%
• Linear Formula: C6H5CH2O(CH2)3P(C6H5)3Br

DETAILS

Sigma Aldrich - 389196

Packaging
5 g in glass bottle
Application
Reactant for preparation of:
• Spirocyclohexadienones via Pd-catalyzed intramolecular ipso-Friedel-Crafts allylic alkylation1
• Inhibitors of heat shock protein (Hsp90) as antitumor agents2
• Carpanone-like molecules via an oxidative coupling/Diels-Alder cycloaddition sequence3