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Merck
CN

744034

Triphenylphosphine-3,3′,3′′-trisulfonic acid trisodium salt

≥95.0%, powder

Synonym(s):

3,3′,3″-Phosphinidynetris(benzenesulfonic acid) trisodium salt, Tris(3-sulfophenyl)phosphine trisodium salt

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About This Item

Linear Formula:
P(C6H4SO3Na)3
CAS Number:
Molecular Weight:
568.42
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352107
EC Number:
264-596-6
MDL number:
Beilstein/REAXYS Number:
3584807
Assay:
≥95.0%
Form:
powder
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Product Name

Triphenylphosphine-3,3′,3′′-trisulfonic acid trisodium salt, ≥95.0%

SMILES string

[Na+].[Na+].[Na+].[O-]S(=O)(=O)c1cccc(c1)P(c2cccc(c2)S([O-])(=O)=O)c3cccc(c3)S([O-])(=O)=O

InChI key

MYAJTCUQMQREFZ-UHFFFAOYSA-K

InChI

1S/C18H15O9PS3.3Na/c19-29(20,21)16-7-1-4-13(10-16)28(14-5-2-8-17(11-14)30(22,23)24)15-6-3-9-18(12-15)31(25,26)27;;;/h1-12H,(H,19,20,21)(H,22,23,24)(H,25,26,27);;;/q;3*+1/p-3

assay

≥95.0%

form

powder

composition

sulfur, 16.07-17.76%

impurities

≤10% water

Quality Level

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Application

Triphenylphosphine-3,3′,3′′-trisulfonic acid trisodium salt (TPPTS) can be used as a capping agent in the synthesis of TPPTS stabilized palladium nanoparticles (PdNPs) using K2PdCl4 as the palladium source and HCOONa as the reductant. The TPPTS stabilized PdNPs are applicable as an efficient catalyst in the aqueous phase Suzuki-Miyaura coupling reaction at room temperature. TPPTS is also used as a ligand in the metal-catalyzed hydroformylation of functionalized olefins and direct arylation polymerization reactions.

pictograms

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Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable


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Yu-Jen Lin et al.
Macromolecular rapid communications, 41(9), e2000021-e2000021 (2020-03-27)
Aqueous palladium-catalyzed direct arylation polymerization (DArP) of 2-bromothiophene derivatives 6-(2-(2-bromothiophen-3-yl)ethoxy)hexyl trimethylammonium bromide (T1) and 4-(2-(2-bromothien-3-yl)ethoxy)butylsulfonate (T2) is achieved. The supporting ligand, triphenylphosphine-3,3',3''-trisulfonic acid trisodium salt (m-TPPTs), facilitates DArP of both derivatives; however, its separation from the polymers by dialysis is
Hydroformylation of functionalized olefins catalyzed by water-soluble rhodium carbonyl complexes
Paganelli S, et al.
J. Mol. Catal. A: Chem., 157(1-2), 1-8 (2000)
Palladium nanoparticles stabilized by phosphine ligand for aqueous phase room temperature Suzuki-Miyaura coupling
Ge Jiyuan, et al.
Tetrahedron Letters, 58(12), 1142-1145 (2017)

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