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1449-46-3 - Benzyltriphenylphosphonium bromide, 98% - B24567 - Alfa Aesar

B24567 Benzyltriphenylphosphonium bromide, 98%

CAS Number
1449-46-3
Synonyms

Size Price ($) Quantity Availability
10g 17.60
50g 64.50
250g 258.00
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Benzyltriphenylphosphonium bromide, 98%

MDL
MFCD00031707
EINECS
215-908-4

Chemical Properties

Formula
C6H5CH2P(C6H5)3Br
Formula Weight
433.34
Melting point
293-298°
Sensitivity
Hygroscopic
Solubility
Soluble in water.

Applications

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.

Notes

Keep container tightly sealed. Store in cool, dry conditions in well sealed containers. Incompatible with oxidizing agents.

Literature References

Saumen Hajra, Sukanta Bar. Catalytic enantioselective synthesis of A-86929, a dopamine D1 agonist. Chemical Communications. 2011, 47 (13), 3981-3982.

Marcus J Smith, Christopher C Nawrat, Christopher J Moody. Synthesis of parvistemin A via biomimetic oxidative dimerization. Organic Letters. 2011, 13 (13), 3396-3398.

Wittig reaction of benzylic phosphonium salts with aromatic aldehydes using solid KOH + 18-crown-6 leads to (Z)-stilbenes with good stereoselectivity: Tetrahedron Lett., 37, 4225 (1996). See Appendix 1.

GHS Hazard and Precautionary Statements

Hazard Statements: H300-H315-H319-H335

Fatal if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P280-P305+P351+P338-P309-P310a

Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF exposed or if you feel unwell:

Other References

Beilstein
3599867
Hazard Class
6.1
Packing Group
II
Harmonized Tariff Code
2931.39
TSCA
No

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