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763896

Sigma-Aldrich

DL-α-Tocopherol methoxypolyethylene glycol succinate

greener alternative

Sinónimos:

Polyethylene glycol, TPGS-750-M

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1 G
MXP 748.00
10 G
MXP 5,616.00
25 G
MXP 11,242.00
100 G
MXP 30,571.00

MXP 748.00

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1 G
MXP 748.00
10 G
MXP 5,616.00
25 G
MXP 11,242.00
100 G
MXP 30,571.00

About This Item

Número de CAS:
1309573-60-1
Número MDL:
MFCD00146616
Código UNSPSC:
51171641
NACRES:
NA.22

MXP 748.00

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Formulario

powder

Nivel de calidad

100

idoneidad de la reacción

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

características de los productos alternativos más sostenibles

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

temperatura de transición

Tm 29-34

categoría alternativa más sostenible

, Aligned

Categorías relacionadas

Descripción general

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.

Aplicación

On the Way Towards Greener Transition-Metal-Catalyzed Processes as Quantified by E Factors
DL-α-Tocopherol methoxypolyethylene glycol succinate (TPGS-750-M), a biodegradable and water-soluble derivative of natural vitamin E, is used as an environmentally benign nonionic surfactant in metal-catalyzed cross-coupling reactions in water. It is used in Heck, Suzuki-Miyaura, Sonogashira, and Negishi like couplings reactions.[1] It can also be utilized in aminations, C-H activations, and olefin metathesis reactions.[1][2]
TPGS-750-M can also be employed in:
  • The nucleophilic aromatic substitution reaction of aryl and heteroaryl halides with nitrogen, oxygen, and sulfur nucleophiles under mild conditions.[3]
  • The preparation of quinoxaline-2,3 diones from quinoxalinones via C(sp2)-H hydroxylation reaction.[4]
  • The intramolecular N-arylation of amines using a copper catalyst.[2]

Otras notas

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

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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

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000398153
0000398153
0000433381
0000433381
0000398154

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Metal-Free C3 Hydroxylation of Quinoxalin-2 (1H)-ones in Water
Peng S, et al.
advanced synthesis and catalysis, 361(24), 5721-5726 (2019)
TPGS-750-M: a second-generation amphiphile for metal-catalyzed cross-couplings in water at room temperature
Lipshutz BH, et al.
The Journal of Organic Chemistry, 76(11), 4379-4391 (2011)
Metal-Free C3 Hydroxylation of Quinoxalin-2 (1H)-ones in Water
Peng S, et al.
Advanced Synthesis & Catalysis, 361(24), 5721-5726 (2019)
Application of nanoparticle mediated N-arylation of amines for the synthesis of pharmaceutical entities using vit-E analogues as amphiphiles in water
Kumar A and Bishnoi AK
Royal Society of Chemistry Advances, 5(26), 20516-20520 (2015)
Nucleophilic aromatic substitution reactions in water enabled by micellar catalysis
Isley NA, et al.
Organic Letters, 17(19), 4734-4737 (2015)

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.

Nok – Third-Generation Amphiphile for Cross-Coupling Chemistry in Water

Micellular catalysis has provided the ability to carry out several commonly used transformations used in the synthetic community to be carried out in water.

Lipshutz Surfactants Portfolio

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

Palladium-catalyzed Cross-coupling Reactions

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.

Protocolos

Cross-Coupling Reactions in Water

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

Contenido relacionado

Lipshutz Group – Professor Product Portal

Designer surfactants enable diverse transformations like Suzuki-Miyaura, Olefin Metathesis, and 1,4-Addition to Enones in water by Prof. Bruce Lipshutz.

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