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763918

Sigma-Aldrich

DL-α-Tocopherol methoxypolyethylene glycol succinate solution

greener alternative

5 wt. % in H2O

Sinónimos:

Polyethylene glycol, TPGS-750-M

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About This Item

Fórmula lineal:
(C2H4O)nC34H56O5
Número de CAS:
1309573-60-1
UNSPSC Code:
51171641
NACRES:
NA.22

form

liquid

Quality Level

100

reaction suitability

reagent type: catalyst
reaction type: C-H Activation
reagent type: surfactant

IVD

for in vitro diagnostic use

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

concentration

5 wt. % in H2O

refractive index

n20/D 1.340

density

0.981 g/mL at 25 °C

greener alternative category

Aligned,

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General description

Learn More at the Professor and Product Portal of Professor Bruce Lipshutz.
We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product TPGS-750-M is a lead surfactant for many transition metal-catalyzed cross-couplings and has been enhanced for catalytic efficiency. Find details here.

Application

On the Way Towards Greener Transition-Metal-Catalyzed Processes as Quantified by E Factors
Nonionic amphile used to increase aqueous solubility of lipophilic catalysts and substrates. Olefin metathesis, Sonogashira, Suzuki-Miyaura, and Buchwald cross-coupling reactions have been successfully performed in aqueous media employing TPGS-750-M.
Second generation amphiphile which forms micelles upon dissolution in water allowing a variety of cross-coupling reactions to take place in water instead of organic solvent.

Included among the possible reactions are:
  • Olefin metathesis
  • Pd-catalyzed cross coupling reactions including Heck, Suzuki-Miyaura, Sonogashira and Buchwald-Hartwig reactions
  • C-H activation reactions

Second generation amphiphile for cross-coupling reactions in water

Other Notes

Watch Professor Lipshutz talk about TPGS-750-M in this webinar:
From milligrams to kilograms: synthetic chemistry following nature′s lead

Related product

Referencia del producto
Descripción
Precios

902292

EvanPhos, ≥95%

907014

Coolade

909793

Coolade solution, 2 wt. % in H2O

911151

PS-750-M

911178

PS-750-M, solution, 3 wt. % in H2O

Storage Class

12 - Non Combustible Liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
BGBC5115V
BGBC2950V
MKBL3964

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Artículos

TPGS-750-M: Second-Generation Amphiphile for Organometallic Chemistry in Water at Room Temperature

Lipshutz and co-workers have recently developed a second generation technology to their original PTS-enabling surfactant based on the polyoxyethanyl-α-tocopheryl succinate derivative, TPGS-750-M.

Procedures for Transition-Metal-Catalyzed Cross-Coupling Reactions in Water at Room Temperature using TPGS-750-M

TPGS-750-M, a second generation surfactant, is useful for room temperature, palladium and ruthenium-catalyzed reactions in water. Reactions include the Heck reaction, Suzuki-Miyaura reaction, Sonogashira reaction, Buchwald-Hartwig amination reaction, Negishi reaction, and olefin metathesis.

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