(3-bromopropyl)triphenylphosphanium bromide

• ChemBase ID: 140129
• Molecular Formular: C21H21Br2P
• Molecular Mass: 464.173201
• Monoisotopic Mass: 461.9747613
• SMILES: c1ccc(cc1)[P+](CCCBr)(c1ccccc1)c1ccccc1.[Br-]
• Canonical SMILES: BrCCC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• InChI: InChI=1S/C21H21BrP.BrH/c22-17-10-18-23(19-11-4-1-5-12-19,20-13-6-2-7-14-20)21-15-8-3-9-16-21;/h1-9,11-16H,10,17-18H2;1H/q+1;/p-1
• InChIKey: ZAHUZZUGJRPGKW-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (3-bromopropyl)triphenylphosphanium bromide
• IUPAC Traditional name: (3-bromopropyl)triphenylphosphanium bromide
• Synonyms: NSC 84074; (3-Bromopropyl)triphenylphosphonium bromide; (3-Bromopropyl)triphenylphosphonium bromide; (3-溴丙基)三苯基溴化膦; (3-溴丙基)三苯基溴化磷鎓

Database IDs

• CAS Number: 3607-17-8
• EC Number: 222-770-9
• MDL Number: MFCD00011866
• Beilstein Number: 6422974
• PubChem SID: 24848072; 162234373
• PubChem CID: 2723862

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 5.537736
• LogD (pH = 7.4): 5.537736
• Log P: 5.537736
• Molar Refractivity: 104.4134 cm^3
• Polarizability: 40.536316 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 225-229°C; 228-230 °C(lit.)

Safety Information

• Storage Warning: Hygroscopic
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37; 26-37/39
• TSCA Listed: 否
• 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+%; 98%
• Linear Formula: Br(CH2)3P(C6H5)3Br

DETAILS

Sigma Aldrich - 135259

Packaging
25 g in glass bottle
Application
Reactant involved in:
• Synthesis of functionalized polyurethanes using cationic ring-opening polymerization and click chemistry1
• Semipinacol rearrangement and direct arylation2
• Olefination of benzaldehydes3
• C-H activation / cycloisomerization4
• Intramolecular dehydrobromination5
• Cycloisomerizations of bromodienes and enynes6

REFERENCES

• For collected organophosphorus intermediates, see Appendix 1.