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744034

Sigma-Aldrich

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

≥95.0%

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
Beilstein:
3584807
EC Number:
MDL number:
UNSPSC Code:
12350002
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥95.0%

form

powder

composition

sulfur, 16.07-17.76%

impurities

≤10% water

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

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

InChI key

MYAJTCUQMQREFZ-UHFFFAOYSA-K

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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

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 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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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)

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