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93094

Triphenylphosphine, polymer-bound

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

Synonym(s):

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

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About This Item

Linear Formula:
-C6H4P(C6H5)2
CAS Number:
39319-11-4
Molecular Weight:
262.29
NACRES:
NA.22
PubChem Substance ID:
57653516
UNSPSC Code:
12352128
MDL number:
MFCD00148025
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form

solid

Quality Level

100

reaction suitability

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

extent of labeling

~1-1.5 mmol/g Capacity (Phosphor)

matrix

crosslinked with 1% DVB

particle size

100-200 mesh

functional group

phosphine

storage temp.

2-8°C

SMILES string

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

InChI key

RIOQSEWOXXDEQQ-UHFFFAOYSA-N

General description

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.

Application

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.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG8892
BCCF7741
BCBT7254
BCBQ9846V
BCBM9185V

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Synthesis of aryl ethers from aminoalcohols using polymer-supported triphenylphosphine
Tetrahedron Letters, 43, 2157-2159 (2002)
Uday Narayan Maiti et al.
ACS applied materials & interfaces, 7(46), 25898-25905 (2015-11-03)
A scalable and controllable nanoscale perforation method for graphene is developed on the basis of the two-step thermal activation of a graphene aerogel. Different resistance to the thermal oxidation between graphitic and defective domains in the weakly reduced graphene oxide
Crispin Lichtenberg et al.
Dalton transactions (Cambridge, England : 2003), 44(46), 20056-20066 (2015-11-04)
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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Global Trade Item Number

SKUGTIN
180246-5G04061838754820
180246-25G04061838754813
93094-5G04061833349298
93094-25G04061833418192