| Identification | Back Directory | [Name]
THIOPHENOL COPPER(I) SALT | [CAS]
1192-40-1 | [Synonyms]
PhSCu
phenylthiocopper
COPPER(1) THIOPHENOXIDE
Copper(I) thiophenolate >=98.0% (RT)
Copper(I) thiophenoxide, Phenylthiocopper(I), Thiophenol copper(I) salt | [Molecular Formula]
C6H5SCu | [MDL Number]
MFCD00064893 | [MOL File]
1192-40-1.mol |
| Hazard Information | Back Directory | [Uses]
Reagents used as the source of nucleophilic phenyl sulfide for preparation of lithiumalkyl(phenylthio)cuprates and organophosphinecopper(I) phenylthiolatecomplexes | [Preparation]
One method to preparing Thiophenol Copper(I) salt is to treat Thiophenol with Copper(I) Oxide in ethanol at reflux to give phenylthiocopper as a yellow suspension. Alternatively, lithiation of thiophenol and quenching with Copper(I) Iodide affords a yellow solution, which is typically reacted in situ with organometallic reagents.
 | [reaction suitability]
core: copper
reagent type: catalyst | [Purification Methods]
The Cu salt can be extracted from a thimble (Soxhlet) with boiling MeOH. It is a green-brown powder which gives a yellow-green solution in pyridine. Wash it with EtOH and dry it in a vacuum. It can be precipitated from a pyridine solution by adding H2O, collecting the precipitate, washing it with EtOH and drying in a vacuum. [Posner et al. Synthesis 662 1974, Krebs et al. Chem Ber 90 425 1957, Beilstein 6 IV 1465.] |
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