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B24567 Benzyltriphenylphosphonium bromide, 98%

CAS Number
1449-46-3
Synonyms

Stock No. Size Price ($) Quantity Availability
B24567-09 10g 18.60
B24567-18 50g 66.90
B24567-30 250g 259.00
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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°
Storage & Sensitivity
Hygroscopic. Ambient temperatures.
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: H302+H312+H332

Harmful if swallowed. Harmful in contact with skin. Harmful if inhaled.

Precautionary Statements: P261-P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P312-P330-P363-P501c

Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Rinse mouth. Wash contaminated clothing before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
3599867
Harmonized Tariff Code
2931.39
TSCA
No

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