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70197-13-6 - Methyltrioxorhenium(VII), 98% - MTO - L18478 - Alfa Aesar

L18478 Methyltrioxorhenium(VII), 98%

CAS-Nummer
70197-13-6
Synonyme
MTO

Größe Preis ($) Menge Verfügbarkeit
100mg 28,40
500mg 105,00
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Methyltrioxorhenium(VII), 98%

MDL
MFCD00192332

Chemische Eigenschaften

Formel
CH3O3Re
Molmasse
249.24
Schmelzpunkt
110-115°
Sensitivität
Moisture & Light Sensitive
Löslichkeit
Soluble in water.

Anwendungen

Methyltrioxorhenium(VII) is used as a catalyst for various transformations such as olefin metathesis. It is associated with hydrogen peroxide and used as an oxidizing agent. It is used to prepare acid or ester from the corresponding terminalalkynes. It is a catalytic oxidant used with urea hydrogen peroxide to prepare nitrones. It reacts with 2-methylnaphthalene to get 2-methyl-1,4-naphthoquinone (Vitamin K3). Further, it catalyzes the reaction with aldehydes and diazoketones to get an alkene. In addition to this, it is used as an effective antioxidant under various conditions.

Bemerkungen

Incompatible with strong oxidizing agents.

Literaturverweise

Useful catalyst, soluble in organic solvents and water, and stable to air and acids: J. Organomet. Chem., 372, 351 (1989). Investigated by Herrmann's group as an alkene metathesis catalyst: Angew. Chem. Int. Ed., 30, 1636 (1991), a catalyst for clean epoxidation of alkenes with H2O2: Angew. Chem. Int. Ed., 30, 1638 (1991), and to promote the olefination of aldehydes with diazo esters: Angew. Chem. Int. Ed., 30, 1641 (1991). The activation of H2O2 in epoxidation and other reactions has been extensively studied; feature article: Chem. Commun., 479 (1999). Improved results in epoxidations with H2O2 in the presence of pyrazole have been reported by Herrmann: J. Organomet. Chem., 555, 293 (1998), and by Sharpless with pyrazole, pyridine or 3-cyanopyridine: Tetrahedron Lett., 40, 3991 (1999); J. Org. Chem., 65, 8651 (2000); see also Tetrahedron Lett., 39, 8521 (1998). For use in the Baeyer-Villiger oxidation of ketones, see: Angew. Chem. Int. Ed., 37, 1198 (1998); the reaction can also be carried out with H2O2 in ionic liquids at room temperature: Tetrahedron Lett., 44, 8991 (2003). Catalyzes the oxidative cleavage of ɑ-hydroxy carbonyl compounds to carboxylic acids with H2O2: Synth. Commun., 33, 3875 (2003). High yield aerobic oxidation of various organonitrogen compounds has been described: e.g. pyridines to N-oxides, anilines to nitrobenzenes and sec-amines to nitrones: Tetrahedron Lett., 44, 3235 (2003).

For a brief feature on uses in synthesis, see: Synlett, 1849 (2004).

Hou, J.; Chen, Y.; Ma, D.; Cordes, B.; Wang, J.; Wang, X.; Kühn, F. E.; Guo, H.; Zhou, M. Methyltrioxorhenium-catalyzed highly selective dihydroxylation of 1,2-allenylic diphenyl phosphine oxides. Chem. Commun. 2015, 51 (35), 7439-7442.

Goldsmith, B. R.; Hwang, T.; Seritan, S.; Peters, B.; Scott, S. L. Rate-Enhancing Roles of Water Molecules in Methyltrioxorhenium-Catalyzed Olefin Epoxidation by Hydrogen Peroxide. J. Am. Chem. Soc. 2015, 137 (30), 9604-9616.

GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H272

May intensify fire; oxidizer.

Sicherheitshinweise: P221-P210v-P220-P280a-P370+P378a-P501a

Take any precaution to avoid mixing with combustibles. Keep away from heat Keep/Store away from clothing/combustible materials. Wear protective gloves and eye/face protection. In case of fire: Use for extinction: CO2, powder or water spray. Dispose of contents/container in accordance with local/regional/national/international regulations.

Weitere Referenzen

Beilstein
3927932
Gefahrenklasse
5.1
Verpackungsgruppe
II
Harmonized Tariff Code
2931.90
TSCA
No

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