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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:
63995-70-0
Molecular Weight:
568.42
Beilstein:
3584807
EC Number:
264-596-6
MDL number:
MFCD00145472
UNSPSC Code:
12352107
PubChem Substance ID:
329765671
NACRES:
NA.22

Quality Level

100

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL1885
BCCL7390
BCCL8474
BCCL3407
BCCL4446

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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
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Tetrahedron Letters, 58(12), 1142-1145 (2017)

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