CAS 1309573-60-1 DL-α-Tocopherol methoxypolyethylene glycol succinate

Synonyms

FS-2586; W3211; 2-(trifluoromethyl)pyridin-4-amine; 4-Amino-2-(trifluoromethyl)pyridine; ZINC31176427; 4-Amino-2-(trifluoromethyl)pyridine, 97%; BBL101775; SC-20076; CJ-17776; ST2418076;

IUPAC Name

2-(trifluoromethyl)pyridin-4-amine;

Molecular Weight

162.115g/mol

Molecular Formula

C6H5F3N2;

Canonical SMILES

C1=CN=C(C=C1N)C(F)(F)F;

InChI

InChI=1S/C6H5F3N2/c7-6(8,9)5-3-4(10)1-2-11-5/h1-3H,(H2,10,11);

InChI Key

LYNBZRJTRHTSKI-UHFFFAOYSA-N;

Complexity

134

Covalently-Bonded Unit Count

Exact Mass

162.04g/mol

H-Bond Acceptor

H-Bond Donor

Heavy Atom Count

Monoisotopic Mass

162.04g/mol

Topological Polar Surface Area

38.9A^2

Application

DL-α-Tocopherol methoxypolyethylene glycol succinate (TPGS-750-M) is designed to serve as a versatile, environmentally benign surfactant that facilitates a range of metal-catalyzed cross-coupling reactions in water. As a second-generation amphiphile, it forms micelles upon dissolving in water, enabling reactions traditionally requiring organic solvents to proceed in an aqueous medium. TPGS-750-M is particularly effective in processes such as olefin metathesis, Pd-catalyzed cross-coupling reactions - including Heck, Suzuki-Miyaura, Sonogashira, and Buchwald-Hartwig reactions - as well as in C-H activation reactions. This biodegradable and water-soluble product, derived from natural vitamin E, is also utilized for aminations and can facilitate nucleophilic aromatic substitution reactions under mild conditions. Furthermore, TPGS-750-M is employed in the preparation of quinoxaline-2,3 diones through C(sp2)-H hydroxylation and in the intramolecular N-arylation of amines using copper catalysts, cementing its role as a pivotal surfactant for enhancing catalytic efficiency in various transition metal-catalyzed reactions.

January 5, 2025

Excellent Biotechnology Tool for Water-Based Reactions

DL-α-Tocopherol methoxypolyethylene glycol succinate excelled in our research, enabling efficient Heck and Suzuki-Miyaura reactions in water. Its eco-friendly nature and performance in cross-coupling make it a vital asset in sustainable labs.