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Key Documents

733857

Sigma-Aldrich

DL-α-Tocopherol methoxypolyethylene glycol succinate solution

greener alternative

2 wt. % in H2O

Synonym(s):

Polyethylene glycol, TPGS-750-M

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About This Item

Linear Formula:
(C2H4O)nC34H56O5
CAS Number:
UNSPSC Code:
51171641
NACRES:
NA.22

form

liquid

Quality Level

reaction suitability

reagent type: catalyst
reaction type: Bucherer Carbazole Synthesis

reagent type: surfactant

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

concentration

2 wt. % in H2O

refractive index

n20/D 1.336

density

1.002 g/mL at 25 °C

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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

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

Product No.
Description
Pricing

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Articles

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.

Surfactants for efficient reactions in water as a green chemistry alternative.

A variety of palladium-catalyzed cross-coupling reactions can be run under room temperature conditions in water with TPGS- 750-M, using a variety of commercially available palladium complexes and ligands.

Protocols

TPGS-750-M surfactant enables various reactions in water at room temperature, enhancing efficiency and versatility in synthesis.

Related Content

Prof. Bruce Lipshutz and co-workers have developed designer surfactants to allow several classes of transformations (e.g. Suzuki-Miyaura, Olefin Metathesis, 1,4-Addition to Enones, etc.) to be performed in water.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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