Methylrhenium trioxide

Names
Other names

methyltrioxorhenium(VII)

Identifiers

CAS Number

* 70197-13-6 Y

3D model (JSmol)

* Interactive image

Abbreviations  | MTO
ChemSpider |

* 10621726 N

PubChem CID

* 2734010

UNII |

* 883D8RDD5Q

InChI

* 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

SMILES

* C[Re](=O)(=O)=O

Properties

Chemical formula

| CH3ReO3
Molar mass | 249.24 g/mol
Appearance  | white powder
Melting point |  112 °C (234 °F; 385 K)

Solubility in water

| highly soluble in water
Hazards
Safety data sheet | External MSDS
GHS pictograms |
GHS Signal word | Warning

GHS hazard statements

| H272, H315, H319, H335, H413

GHS precautionary statements

| P210, P220, P221, P261, P264, P271, P273, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P370+378, P403+233, P405, P501

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

N verify (what is YN ?)
Infobox references

Methylrhenium trioxide, also known as methyltrioxorhenium(VII), 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, rhenium 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 rhenium heptoxide 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 alumina/silica, 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] and the oxidation of amines to N-oxides with sodium percarbonate.[3]

## References

1. ↑ Herrmann, W. A.; Kratzer R. M.; Fischer R. W. (1997). "Alkylrhenium Oxides from Perrhenates: A New, Economical Access to Organometallic Oxide Catalysts". Angew. Chem. Int. Ed. Engl. 36 (23): 2652–2654. doi:10.1002/anie.199726521.
2. ↑ Hudson, A. “Methyltrioxorhenium” Encyclopedia of Reagents for Organic Synthesis. John Wiley & Sons: New York, 2002.
3. ↑ Jain, Suman L.; Joseph, Jomy K.; Sain, Bir (2006). "Rhenium-Catalyzed Highly Efficient Oxidations of Tertiary Nitrogen Compounds to N-Oxides Using Sodium Percarbonate as Oxygen Source". Synlett: 2661-2663. doi:10.1055/s-2006-951487.

* v
* t
* e

Rhenium compounds

Rhenium(0)|

| Organorhenium(0)|

* Re2(CO)10

|

Rhenium(I)|

| Organorhenium(I)|

* Re(CO)5Br
* ReH(CO)5

|

Rhenium(II)|

* ReB2

Rhenium(III)|

* ReCl3

Rhenium(IV)|

* ReO2
* ReS2
* ReSe2
* ReTe2

Rhenium(V)|

* ReOCl3(P(C6H5)3)2
* ReCl5

Rhenium(VI)|

* ReF6
* ReO3

Rhenium(VII)|

* ReF7
* Re2O7
* Re2S7
* Re2O7(OH2)2
* NH4ReO4
* NaReO4
* K2ReH9

| Organorhenium(VII)|

* CH3ReO3

|

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Retrieved from "https://handwiki.org/wiki/index.php?title=Chemistry:Methylrhenium_trioxide&oldid=364263"
*[CID]: Compound ID
*[H272]: May intensify fire: oxidizer
*[H315]: Causes skin irritation
*[H319]: Causes serious eye irritation
*[H335]: May cause respiratory irritation
*[H413]: May cause long lasting harmful effects to aquatic life
*[P210]: Keep away from heat/sparks/open flames/hot surfaces – No smoking
*[P220]: Keep/Store away from clothing/…/combustible materials
*[P221]: Take any precaution to avoid mixing with combustibles
*[P261]: Avoid breathing dust/fume/gas/mist/vapours/spray
*[P264]: Wash … thoroughly after handling
*[P271]: Use only outdoors or in a well-ventilated area
*[P273]: Avoid release to the environment
*[P280]: Wear protective gloves/protective clothing/eye protection/face protection
*[P302+352]: IF ON SKIN: Wash with soap and water
*[P304+340]: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
*[P305+351+338]: IF IN EYES: Rinse continuously with water for several minutes. Remove contact lenses if present and easy to do – continue rinsing
*[P312]: Call a POISON CENTER or doctor/physician if you feel unwell
*[P321]: Specific treatment (see … on this label)
*[P332+313]: If skin irritation occurs: Get medical advice/attention
*[P337+313]: Get medical advice/attention
*[P362]: Take off contaminated clothing and wash before reuse
*[P370+378]: In case of fire: Use … for extinction
*[P403+233]: Store in a well ventilated place. Keep container tightly closed
*[P405]: Store locked up
*[P501]: Dispose of contents/container to …
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