(diphenylphosphoroso)benzene; (methylsulfanyl)methane; trichloro(oxo)rhenium

• ChemBase ID: 136281
• Molecular Formular: C20H21Cl3O2PReS
• Molecular Mass: 648.984301
• Monoisotopic Mass: 647.96229858
• SMILES: CSC.c1ccc(cc1)P(=O)(c1ccccc1)c1ccccc1.O=[Re](Cl)(Cl)Cl
• Canonical SMILES: O=P(c1ccccc1)(c1ccccc1)c1ccccc1.Cl[Re](=O)(Cl)Cl.CSC
• InChI: 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
• InChIKey: GIBDGLAUIKUJJX-UHFFFAOYSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: (diphenylphosphoroso)benzene; (methylsulfanyl)methane; trichloro(oxo)rhenium
• IUPAC Traditional name: dimethyl sulfide; trichloro(oxo)rhenium; triphenylphosphine oxide
• Synonyms: Trichlorooxo[thiobis[methane]](triphenylphosphine oxide-κO)rhenium; Oxotrichloro[(dimethylsulfide)triphenylphosphine oxide]rhenium(V); 氧化三氯[(二甲硫醚)三苯基膦氧化物]铼(V)

Database IDs

• CAS Number: 108695-90-5
• MDL Number: MFCD08276862
• PubChem SID: 24884712

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.7552
• LogD (pH = 7.4): 4.7552
• Log P: 4.7552
• Molar Refractivity: 83.0658 cm^3
• Polarizability: 32.96797 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Empirical Formula (Hill Notation): C20H21Cl3O2PReS

DETAILS

Sigma Aldrich - 665096

Packaging
1, 5 g in glass bottle
250 mg in glass bottle
Application
Catalyst for:
• Enantioselective reduction of ketones and imines1
• Meyer-Schuster rearrangement of propargylic alcohols to α, β-unsaturated carbonyl compounds2
• Synthesis of 2-deoxy-α glycosides3
• Sulfurization of phosphorous(III) compounds with thiiranes4Reactant for synthesis of mono and dinuclear compounds5Reagent for rhenium-cyclized somatostatine derivative series synthesis6