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Merck
CN

14664

Triphenylphosphine, polymer-bound

100-200 mesh, extent of labeling: ~3.2 mmol/g loading

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:
Molecular Weight:
262.29
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352128
MDL number:
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form

solid

Quality Level

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

~3.2 mmol/g loading

matrix

crosslinked with 2% DVB

particle size

100-200 mesh

functional group

phosphine

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

Application

Polymer-bound triphenylphosphine (PPh3) is a reusable organocatalyst for the Mukaiyama aldol and Mannich reaction. It can also be used as a traceless reagent for Mitsunobu reaction in combinatorial chemistry to synthesize aryl ethers from phenols and alcohols.


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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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Polymer-supported PPh 3 as a reusable organocatalyst for the Mukaiyama aldol and Mannich reaction.
Matsukawa S, et al.
Royal Society of Chemistry Advances, 4(53), 27780-27786 (2014)
Polymer-bound triphenylphosphine as traceless reagent for Mitsunobu reactions in combinatorial chemistry: Synthesis of aryl ethers from phenols and alcohols.
Tunoori A R, et al.
Tetrahedron Letters, 39(48), 8751-8754 (1998)
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



Global Trade Item Number

SKUGTIN
14664-5G-F04061833347652
14664-25G-F04061833366011