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667382

Sigma-Aldrich

Tris(2,4-dimethyl-5-sulfophenyl)phosphine trisodium salt

95%

Synonym(s):

TXPTS, Benzenesulfonic acid, 3′, 3′′, 3′′′-phosphinidynetris[4,6-dimethyl-trisodium salt], Tris(4,6-dimethyl-3-sulfanatophenyl)phosphine trisodium salt

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About This Item

Linear Formula:
((C6H2)(CH3)2(SO3Na))3P
CAS Number:
443150-11-6
Molecular Weight:
652.58
MDL number:
MFCD09265036
UNSPSC Code:
12352002
PubChem Substance ID:
24884910

assay

95%

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings
reagent type: ligand

mp

>300 °C

functional group

phosphine

SMILES string

[Na+].[Na+].[Na+].Cc1cc(C)c(cc1P(c2cc(c(C)cc2C)S([O-])(=O)=O)c3cc(c(C)cc3C)S([O-])(=O)=O)S([O-])(=O)=O

InChI

1S/C24H27O9PS3.3Na/c1-13-7-16(4)22(35(25,26)27)10-19(13)34(20-11-23(36(28,29)30)17(5)8-14(20)2)21-12-24(37(31,32)33)18(6)9-15(21)3;;;/h7-12H,1-6H3,(H,25,26,27)(H,28,29,30)(H,31,32,33);;;/q;3*+1/p-3

InChI key

YVYHEZNITVEWDK-UHFFFAOYSA-K

Application

Used for Heck, Sonogashira and Suzuki coupling in water

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKBC4278
01729LE

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Cho, J. H.; Prickett, C. D. et al.
European Journal of Organic Chemistry, 19, 3678-3678 (2010)
Lucas R Moore et al.
Organic letters, 6(2), 225-228 (2004-01-16)
[reaction: see text] Sterically demanding, sulfonated arylphosphines TXPTS and TMAPTS have been applied to the aqueous-phase Heck and Suzuki coupling of aryl bromides. TXPTS provides good yields of Heck coupling products from aryl bromides at 80 degrees C, while both

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