227439

Lawesson-Reagenz

97%

• Synonym(e): 2,4-Bis-[4-methoxyphenyl]-1,3-dithia-2,4-diphosphetan-2,4-disulfid, 4-Methoxy-phenylthiophosphonsäure-cycl.-di-thioanhydrid, LR, Phosphorpentasulfid-Ersatz
• Empirische Formel (Hill-System): C₁₄H₁₄O₂P₂S₄
• CAS-Nummer: 19172-47-5
• Molekulargewicht: 404.47
• Beilstein: 1024888
• MDL-Nummer: MFCD00005171
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 24853631
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 100
• Assay: 97%
• Form: powder
• mp (Schmelzpunkt): 228-230 °C (lit.)
• SMILES String: COc1ccc(cc1)P2(=S)SP(=S)(S2)c3ccc(OC)cc3
• InChI: 1S/C14H14O2P2S4/c1-15-11-3-7-13(8-4-11)17(19)21-18(20,22-17)14-9-5-12(16-2)6-10-14/h3-10H,1-2H3
• InChIKey: CFHGBZLNZZVTAY-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

Lawesson′s reagent is generally used as a thiation agent in organic synthesis for the conversion of oxygen functionalities into their thio analogs. It facilitates the conversion of the carbonyl group to thiocarbonyl group as well as carbon-oxygen single bond into a carbon-sulfur single bond.

Anwendung

Lawesson reagent can be used as a reagent to synthesize:

• Oxthiaphosphinine-3-sulfide derivatives by the reaction with Mannich bases of β-naphthol and 8-hydroxyquinoline.
• 1,3,5,2-Trithiaphosphinane-2-sulfide derivatives by reacting with benzaldehyde in the presence of trialkyl phosphite.
• 2,4,6-Triphenyl-1,3,5-trithiane from benzaldehyde and ethyl acrylate.
• 9-Benzanthronethione by thionation of 9-benzanthone oxime.
• 1,2,4-Trithiolane from 2,2,4,4-tetramethyl-3-thioxocyclobutanone S-oxide.
• Sulfur derivatives of triterpenic oxo compounds.
• Tropothione in situ at room temperature and to trap it with dieneophiles.

Sicherheitshinweise

• Piktogramme: GHS02
• Signalwort: Danger
• H-Sätze: H261
• P-Sätze: P231 + P232 - P422
• Gefahreneinstufungen: Water-react 2
• Zusätzliche Gefahrenhinweise: EUH029
• Lagerklassenschlüssel: 4.3 - Hazardous materials which set free flammable gases upon contact with water
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable