763896

DL-α-Tocopherol methoxypolyethylene glycol succinate

• Synonym(s): Polyethylene glycol, TPGS-750-M
• CAS Number: 1309573-60-1
• UNSPSC Code: 51171641
• NACRES: NA.22

Properties

• form: powder
• Quality Level: 100
• reaction suitability: reagent type: catalyst; reaction type: C-H Activation; reagent type: surfactant
• greener alternative product characteristics: Catalysis; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• transition temp: T_m 29-34
• greener alternative category: , Aligned

Description

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

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. It can also be utilized in aminations, C-H activations, and olefin metathesis reactions.
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.
• The preparation of quinoxaline-2,3 diones from quinoxalinones via C(sp²)-H hydroxylation reaction.
• The intramolecular N-arylation of amines using a copper catalyst.

Other Notes

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable