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93094

Sigma-Aldrich

Triphenylphosphine, polymer-bound

100-200 mesh, extent of labeling: ~1-1.5 mmol/g Capacity (Phosphor)

Sinonimo/i:

Copolymer of styrene and divinylbenzene, diphenylphosphinated, Diphenylphosphino-polystyrene, Polystyrene crosslinked with divinylbenzene, diphenylphosphinated

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About This Item

Formula condensata:
-C6H4P(C6H5)2
Numero CAS:
Peso molecolare:
262.29
Numero MDL:
Codice UNSPSC:
12352128
ID PubChem:
NACRES:
NA.22

Forma fisica

solid

Livello qualitativo

Impiego in reazioni chimiche

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reaction type: solution phase peptide synthesis
reagent type: ligand

Grado di funzionalizzazione

~1-1.5 mmol/g Capacity (Phosphor)

Matrice

crosslinked with 1% DVB

Dimensione particelle

100-200 mesh

Gruppo funzionale

phosphine

Temperatura di conservazione

2-8°C

Stringa SMILE

c1ccc(cc1)P(c2ccccc2)c3ccccc3

InChI

1S/C18H15P/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18/h1-15H
RIOQSEWOXXDEQQ-UHFFFAOYSA-N

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Descrizione generale

Triphenylphosphine, polymer-bound is polystyrene crosslinked with divinylbenzene, widely used in many organic syntheses such as peptide synthesis, heterocycle synthesis, esterification, and total synthesis. It can be easily removed from the reaction products by simple filtration.

Applicazioni

Triphenylphosphine, polymer-bound is used as a polymer support to synthesize dipeptides, olefins, aryl-alkyl ethers, and in the esterification of alkylphosphonic acids. It acts as a Lewis acid, and dehydrating agent when complexed with halogen, hence useful in the acetonation of sugars.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Synthesis of aryl ethers from aminoalcohols using polymer-supported triphenylphosphine
Tetrahedron Letters, 43, 2157-2159 (2002)
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A diolefin ether, trop2O (2), and a diolefin thioether, trop2S (3), have been investigated as ligand analogues of the well-established diolefin amine, trop2NH (1). Compounds 2 and 3 form different conformers in solution and in the solid state. Whereas 2
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