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430056

Sigma-Aldrich

Benzyltriphenylphosphonium bromide

96%

Synonym(s):

(Phenylmethyl)triphenylphosphonium bromide, Bromo(benzyl)triphenylphosphorane, NSC 54813

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About This Item

Linear Formula:
C6H5CH2P(Br)(C6H5)3
CAS Number:
Molecular Weight:
433.32
Beilstein:
3599867
EC Number:
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22

Assay

96%

reaction suitability

reaction type: C-C Bond Formation

mp

295-298 °C (lit.)

functional group

phenyl
phosphine

SMILES string

[Br-].C(c1ccccc1)[P+](c2ccccc2)(c3ccccc3)c4ccccc4

InChI

1S/C25H22P.BrH/c1-5-13-22(14-6-1)21-26(23-15-7-2-8-16-23,24-17-9-3-10-18-24)25-19-11-4-12-20-25;/h1-20H,21H2;1H/q+1;/p-1

InChI key

WTEPWWCRWNCUNA-UHFFFAOYSA-M

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Application

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 sytnhesis of syn-diarylheptanoids from D-glucose
  • Preparation of β-amyloid plaque ligands
  • Decarboxylative cyclopropanation

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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