Methylrhenium trioxide

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Methylrhenium trioxide
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Names
Other names
methyltrioxorhenium
Identifiers
70197-13-6 YesY
ChemSpider 10621726 N
Jmol 3D model Interactive image
  • InChI=1S/CH3.3O.Re/h1H3;;;; N
    Key: PQTLALPZRPFYIT-UHFFFAOYSA-N N
  • InChI=1/CH3.3O.Re/h1H3;;;;/rCH3O3Re/c1-5(2,3)4/h1H3
    Key: PQTLALPZRPFYIT-YHFCCQKIAF
  • C[Re](=O)(=O)=O
Properties
CH3ReO3
Molar mass 249.24 g/mol
Appearance white powder
Melting point 112 °C (234 °F; 385 K)
highly soluble in water
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Methylrhenium trioxide, also known as methyltrioxorhenium, is an organometallic compound with the formula CH3ReO3. It is a volatile, colourless solid that has been used as a catalyst in some laboratory experiments. In this compound, Re has a tetrahedral coordination geometry with one methyl and three oxo ligands. The oxidation state of rhenium is +7.

Synthesis

Methylrhenium trioxide is commercially available. It can be prepared by many routes, a typical method is the reaction of Re2O7 and tetramethyltin:[1]

Re2O7 + (CH3)4Sn → CH3ReO3 + (CH3)3SnOReO3

Analogous alkyl and aryl derivatives are known. Compounds of the type RReO3 are Lewis acids, forming both 1:1 and 1:2 adducts with halides and amines.

Uses

Methylrhenium trioxide serves as a heterogeneous catalyst for a variety of transformations. Supported on Al2O3/SiO2, it catalyzes olefin metathesis at 25 °C.

In solution, MTO catalyses for the oxidations with hydrogen peroxide. Terminal alkynes yield the corresponding acid or ester, internal alkynes yield diketones, and alkenes give epoxides. MTO also catalyses the conversion of aldehydes and diazoalkanes into an alkene.[2]

References

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  2. Hudson, A. “Methyltrioxorhenium” Encyclopedia of Reagents for Organic Synthesis. John Wiley & Sons: New York, 2002.