Methyltrioxorhenium(VII)

Base Information

• Chemical Name: Methyltrioxorhenium(VII)
• CAS No.: 70197-13-6
• Molecular Formula: CH3O3Re
• Molecular Weight: 249.24
• Hs Code.: 29319090
• European Community (EC) Number: 677-701-9
• UNII: 883D8RDD5Q
• DSSTox Substance ID: DTXSID40370077
• Wikipedia: Methylrhenium_trioxide
• Wikidata: Q408705
• Mol file: 70197-13-6.mol

Synonyms:MeT Re(VII);methylrhenium trioxide;methyltrioxorhenium;methyltrioxorhenium VII

Chemical Property of Methyltrioxorhenium(VII)

Chemical Property:

• Appearance/Colour: white to blue-grey crystals
• Melting Point: 111 °C(lit.)
• Boiling Point: 65oC (0.001 torr)
• PSA: 51.21000
• Density: d23 4.21
• LogP: 0.22740
• Sensitive.: Moisture & Light Sensitive
• Water Solubility.: Soluble in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 249.963971
• Heavy Atom Count: 5
• Complexity: 65.5

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyltrioxorhenium(VII) >97.0%(T) ^*data from reagent suppliers

Safty Information:

• Statements: 41
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [CH3-].O=[Re](=O)=O
• Uses: 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. Potent catalytic oxidant for converting alkenes to epoxides in a variety of solvents and 2-methylnaphthalene to 2-methyl-1,4-naphthoquinone (Vitamin K3).Catalytic oxidant used with urea hydrogen peroxide in an efficient conversion of imines to nitrones.An effective antioxidant under various conditions.

Technology Process of Methyltrioxorhenium(VII)

There total 103 articles about Methyltrioxorhenium(VII) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

methylzinc acetate (1000-85-7) + rhenium(VII) oxide + trifluoroacetic anhydride (407-25-0) → methyltrioxorhenium(VII) (70197-13-6)

Guidance literature:

In acetonitrile; (under Ar, Schlenk); Re2O7 suspended in MeCN, trifluoroacetic anhydride added, stirred for 30 min, Zn-compound in MeCN added dropwise at -10°C, stirred for 30 min; sepd., solvent removed in vacuo, ppt. washed with n-pentane at -20°C;

DOI:10.1002/anie.200703017

Reference yield: 94.0%

tetramethylstannane (594-27-4) + rhenium(VII) oxide → 3CH3(1-)*Sn(4+)*4O(2-)*Re(7+)={(CH3)3SnO}ReO3 + methyltrioxorhenium(VII) (70197-13-6)

Guidance literature:

In tetrahydrofuran; exclusion of moisture, refluxed for 4 h; cooled, removal of solvent in vac., sublimation at 80°C (CH3ReO3); elem. anal., residue dissolved in THF, filtered, removal of solvent from the filtrate: ((CH3)3SnO)ReO3; elem. anal.;

DOI:10.1016/0022-328X(89)87229-8

Reference yield: 93.0%

tetramethylstannane (594-27-4) + rhenium(VII) oxide → methyltrioxorhenium(VII) (70197-13-6) + trioxo(trimethylstannoxy)rhenium(VII) (60624-63-7)

Guidance literature:

In tetrahydrofuran; heated in THF at 67°C for 4 h; solvent was removed in vac., sublimed;

DOI:10.1016/0304-5102(93)E0162-A

upstream raw materials:

dimethyl zinc(II)

trifluoroacetylperrhenate

methylzinc chloride

perrhenylacetate

Downstream raw materials:

4-(4-fluoro-3-trifluoromethyl-phenyl)-pyridine-1-oxide

di-(4-t-butylpyridine)dichloromethyloxorhenium(V)

(CH3)ReO(η(2-)-pyridine-2-thiolate)2

Refernces

• 1、 Shan, Xiaopeng,Ellern, Arkady,Guzei, Ilia A.,Espenson, James H.. "Ligand displacement and oxidation reactions of methyl(oxo)rhenium(V) complexes". . p. 3854 - 3862. Retrieved 2004.
• 2、 Herrmann,Kratzer,Fischer. "Alkylrhenium oxides from perrhenates: A new, economical access to organometallic oxide catalysts". . p. 2652 - 2654. Retrieved 1997.
• 3、 Herrmann, Wolfgang A.,Rost, Alexandra M. J.,Mitterpleininger, Josef K. M.,Szesni, Normen,Sturm, Stefanie,Fischer, Richard W.,Kuehn, Fritz E.. "A cheap, efficient, and environmentally benign synthesis of the versatile catalyst methyltrioxorhenium (MTO)". . p. 7301 - 7303. Retrieved 2007.
• 4、 Shah, Xiaopeng,Ellern, Arkady,Guzei, Ilia A.,Espenson, James H.. "Syntheses and oxidation of methyloxorhenium(V) complexes with tridentate ligands". . p. 2362 - 2367. Retrieved 2003.
• 5、 Hwang, Taeho,Goldsmith, Bryan R.,Peters, Baron,Scott, Susannah L.. "Water-catalyzed activation of H2O2 by methyltrioxorhenium: A combined computational-experimental study". supporting information. p. 13904 - 13917. Retrieved 2014/01/06.
• 6、 Ahmad, Irshad,Chapman, Garry,Nicholas, Kenneth M.. "Sulfite-driven, oxorhenium-catalyzed deoxydehydration of glycols". . p. 2810 - 2818. Retrieved 2011/07/31.