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Benzyltriphenylphosphonium bromide

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Benzyltriphenylphosphonium bromide Basic information

Product Name:
Benzyltriphenylphosphonium bromide
Synonyms:
  • Phosphonium,triphenyl(phenylmethyl)-,bromide
  • benzyl trphenyl phosphonium bromide
  • Benzytriphenyl Phosphonium Bromide
  • Benzyltriphenylphosphanium bromid
  • Triphenylbenzylphosphonium·bromide
  • triphenyl-(phenylmethyl)phosphonium bromide
  • Benzyl Triphenyl Phosphonium Bromide ( Btppb )
  • Benzyltriphenylphosphonium bromide,97%
CAS:
1449-46-3
MF:
C25H22BrP
MW:
433.32
EINECS:
215-908-4
Product Categories:
  • Phosphonium Compounds
  • Synthetic Organic Chemistry
  • Wittig & Horner-Emmons Reaction
  • Wittig Reaction
  • C-C Bond Formation
  • Olefination
  • Pharmaceutical Intermediates
  • Wittig Reagents
Mol File:
1449-46-3.mol
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Benzyltriphenylphosphonium bromide Chemical Properties

Melting point:
295-298 °C(lit.)
storage temp. 
Inert atmosphere,Room Temperature
form 
solid
color 
White to Almost white
Water Solubility 
Soluble in water.
Sensitive 
Hygroscopic
BRN 
3599867
CAS DataBase Reference
1449-46-3(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36/37/39
WGK Germany 
3
HazardClass 
6.1
PackingGroup 
III
HS Code 
29319090

MSDS

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Benzyltriphenylphosphonium bromide Usage And Synthesis

Preparation

Benzyl triphenylphosphonium bromide is prepared by the following steps:To a solution of Ph3P (22 g, 0.084 mol) in toluene, BnBr (10 ml, 0.084 mol) was  added dropwise with ice-cooling and stirred at room temperature for 2 hours. A solid was  formed, which was filtered and washed with toluene and then dry pet ether to remove  unreacted Ph3P. The salt was dried under vacuum (35 g, 96% yield).

Chemical Properties

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Uses

Benzyltriphenylphosphonium bromide is used as a reactant for stereoselective azidolysis of vinyl epoxides, enantioselective aziridination and Friedel-Crafts cyclization for asymmetric synthesis of dihydrexidine, biomimetic iron(III) mediated oxidative dimerization for synthesis of benzoquinone parvistemin A, enantioselective synthesis of syn-diarylheptanoids from D-glucose, preparation of β-amyloid plaque ligands and decarboxylative cyclopropanation. It react with 4-methyl-oxetan-2-one to produce 4-hydroxy-1-phenyl-1-(triphenyl-l5-phosphanylidene)-pentan-2-one.

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