Benzyltriphenylphosphonium bromide

Benzyltriphenylphosphonium bromide Basic information
Preparation
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
Benzyltriphenylphosphonium bromide Structure
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 Reference1449-46-3(CAS DataBase Reference)
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 Information
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Benzyltriphenylphosphonium bromide Usage And Synthesis
PreparationBenzyl 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 PropertiesWHITE CRYSTALLINE POWDER
UsesBenzyltriphenylphosphonium 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.
Benzyltriphenylphosphonium bromide Preparation Products And Raw materials
Preparation ProductsCINNAMALDEHYDE DIETHYL ACETAL-->Dihydrokawain-->2,7-DISTYRYLNAPHTHALENE
4-(BROMOMETHYL)BENZYLTRIPHENYLPHOSPHONIUM BROMIDE 98% 4-CARBOMETHOXYBENZYL TRIPHENYLPHOSPHONIUM CHLORIDE 2-METHYLBENZYL TRIPHENYLPHOSPHONIUM BROMIDE (2-HYDROXYBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE (2-NITROBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE MONOHYDRATE (4-ETHOXYBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE Benzyltriphenylphosphonium bromide (9-FLUORENYL)TRIPHENYLPHOSPHONIUM BROMIDE 3-(BROMOMETHYL)BENZYLTRIPHENYLPHOSPHONIUM BROMIDE P-XYLYLENEBIS(TRIPHENYLPHOSPHONIUM BROMIDE) (4-N-BUTOXYBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE (4-NITROBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE (2-AMINOBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE (4-BROMOBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE (4-FLUOROBENZYL)TRIPHENYLPHOSPHONIUM BROMIDE (2-BROMOMETHY)BENZYLTRIPHENYLPHOSPHONIUM BROMIDE,2-(BROMOMETHYL)BENZYLTRIPHENYLPHOSPHONIUM BROMIDE O-XYLYLENEBIS(TRIPHENYLPHOSPHONIUM BROMIDE) M-XYLYL TRIPHENYL PHOSPHONIUM BROMIDE

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