CAS 70197-13-6 Methyltrioxorhenium(VII) - Catalysts / Alfa Chemistry

Synonyms

Methylrhenium trioxide(VII)

IUPAC Name

carbanide;trioxorhenium;

Molecular Weight

249.24

Molecular Formula

CH3O3Re

Canonical SMILES

[CH3-].O=[Re](=O)=O

InChI

InChI=1S/CH3.3O.Re/h1H3;/q-1;

InChI Key

VZSXFJPZOCRDPW-UHFFFAOYSA-N

Melting Point

114 °C

Purity

97%

Appearance

White to gray to dark blue powder to crystal

Color Form

crystalline

Complexity

65.5

Covalently-Bonded Unit Count

Defined Atom Stereocenter Count

Empirical Formula

CH3ReO3

Exact Mass

249.963971

Formal Charge

-1

H-Bond Acceptor

Heavy Atom Count

Metal Content

Monoisotopic Mass

249.963971

Rotatable Bond Count

Topological Polar Surface Area

51.2 Å²

UNII

883D8RDD5Q

Application

Methyltrioxorhenium(VII), characterized by its white to blue-grey crystalline form, serves as a versatile catalyst in various chemical processes. This compound is particularly effective in catalyzing olefin metathesis and provides significant utility when combined with hydrogen peroxide, acting as a formidable oxidizing agent. It facilitates the conversion of terminal alkynes into acids or esters and, when paired with urea hydrogen peroxide, efficiently transforms imines into nitrones. The compound is instrumental in synthesizing 2-methyl-1,4-naphthoquinone (Vitamin K3) from 2-methylnaphthalene and can catalyze the formation of alkenes from aldehydes and diazoketones. Beyond these transformations, Methyltrioxorhenium(VII) is recognized as a potent catalytic oxidant, converting alkenes to epoxides and a range of other substrates, such as secondary amines, arenes, silyl enol ethers, silyl ketene acetals, sulfides, and others, through various oxidative processes, including Bayer-Villiger, amine, and phenol oxidations. Additionally, it functions as an effective antioxidant under diverse conditions, underscoring its broad applicability and effectiveness in catalysis and oxidation reactions.

January 8, 2025

Amazing Catalyst for Advanced Research

Methyltrioxorhenium(VII) from Alfa Chemistry excelled in our lab. It efficiently catalyzed olefin metathesis and oxidized alkenes with H2O2. Its versatility and ease of use make it indispensable in our experiments with imines and nitrones.