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Key Documents

665096

Sigma-Aldrich

Oxotrichloro[(dimethylsulfide)triphenylphosphine oxide]rhenium(V)

97%

Synonym(s):

Trichlorooxo[thiobis[methane]](triphenylphosphine oxide-κO)rhenium

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About This Item

Empirical Formula (Hill Notation):
C20H21Cl3O2PReS
CAS Number:
Molecular Weight:
648.98
MDL number:
UNSPSC Code:
12352300
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

powder

reaction suitability

core: rhenium
reagent type: catalyst

SMILES string

CSC.Cl[Re](Cl)(Cl)=O.O=P(c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/C18H15OP.C2H6S.3ClH.O.Re/c19-20(16-10-4-1-5-11-16,17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-3-2;;;;;/h1-15H;1-2H3;3*1H;;/q;;;;;;+3/p-3

InChI key

GIBDGLAUIKUJJX-UHFFFAOYSA-K

Related Categories

Application

Catalyst for:
  • Enantioselective reduction of ketones and imines
  • Meyer-Schuster rearrangement of propargylic alcohols to α, β-unsaturated carbonyl compounds
  • Synthesis of 2-deoxy-α glycosides
  • Sulfurization of phosphorous(III) compounds with thiiranes

Reactant for synthesis of mono and dinuclear compounds

Reagent for rhenium-cyclized somatostatine derivative series synthesis

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Articles

Rhenium(V) forms a large number of stable octahedral complexes with multiple bonds to oxygen with traditional Re systems focusing on formal, stoichiometric oxygen atom transfer to organic reductants such as phosphines, alkenes, and sulfides.

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