triphenyl[3-(triphenylphosphaniumyl)propyl]phosphanium dibromide

• ChemBase ID: 85009
• Molecular Formular: C39H36Br2P2
• Molecular Mass: 726.458662
• Monoisotopic Mass: 724.06589841
• SMILES: [P+](c1ccccc1)(c1ccccc1)(c1ccccc1)CCC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-].[Br-]
• Canonical SMILES: C(C[P+](c1ccccc1)(c1ccccc1)c1ccccc1)C[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-].[Br-]
• InChI: InChI=1S/C39H36P2.2BrH/c1-7-20-34(21-8-1)40(35-22-9-2-10-23-35,36-24-11-3-12-25-36)32-19-33-41(37-26-13-4-14-27-37,38-28-15-5-16-29-38)39-30-17-6-18-31-39;;/h1-18,20-31H,19,32-33H2;2*1H/q+2;;/p-2
• InChIKey: VHCYVFIHNUYVHU-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: triphenyl[3-(triphenylphosphaniumyl)propyl]phosphanium dibromide
• IUPAC Traditional name: triphenyl[3-(triphenylphosphaniumyl)propyl]phosphanium dibromide
• Synonyms: triphenyl[3-(1,1,1-triphenylphosphonio)propyl]phosphonium dibromide; 1,3-Bis(triphenylphosphonio)propane dibromide; Trimethylenebis(triphenylphosphonium bromide); 三亚甲基双(三苯基溴化膦)

Database IDs

• CAS Number: 7333-67-7
• EC Number: 230-835-8
• MDL Number: MFCD00051885
• Beilstein Number: 4281936
• PubChem SID: 162072125
• PubChem CID: 2795061

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 9.144016
• LogD (pH = 7.4): 9.144016
• Log P: 9.144016
• Molar Refractivity: 177.3388 cm^3
• Polarizability: 69.967995 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 333-335°C

Safety Information

• Storage Warning: Hygroscopic
• 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

• The bis-Wittig reaction with ɑ-dicarbonyl compounds has been used to prepare cyclopentadienes for subsequent use in the Diels-Alder reaction: J. Am. Chem. Soc., 111, 2351 (1989). For use in the synthesis of open-chain or cyclic polyenes, see: Liebigs Ann. Chem., 619, 10 (1958). Reaction with geranylacetone provides a one-step synthesis of norsqualene: Synthesis, 22 (1970).
• For review of the bis-Wittig reaction in the synthesis of non-benzenoid aromatic compounds, see: Synthesis, 765 (1975).