88545

1,1′-Thiocarbonyldiimidazol

≥95.0% (S)

• Synonym(e): TCDI
• Empirische Formel (Hill-System): C₇H₆N₄S
• CAS-Nummer: 6160-65-2
• Molekulargewicht: 178.21
• Beilstein: 609349
• EG-Nummer: 228-183-4
• MDL-Nummer: MFCD00005289
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 57653315
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 200
• Assay: ≥95.0% (S)
• Form: powder
• Eignung der Reaktion: reaction type: Carbonylations
• mp (Schmelzpunkt): 98-102 °C (lit.)
• Funktionelle Gruppe: thiourea
• Lagertemp.: 2-8°C
• SMILES String: S=C(n1ccnc1)n2ccnc2
• InChI: 1S/C7H6N4S/c12-7(10-3-1-8-5-10)11-4-2-9-6-11/h1-6H
• InChIKey: RAFNCPHFRHZCPS-UHFFFAOYSA-N

Beschreibung

Anwendung

• 1,1′-Thiocarbonyldiimidazole (TCDI) is generally used as a reagent to carry out the deoxygenation of vicinal diols by forming cyclic thionocarbonate in Corey-Winter alkene synthesis.
• It is used as a reagent in the enantioselective total synthesis of (+)-hapalindole Q, 12-epi-fischerindole U and welwitindolinone A.
• It is also used in the preparation of trithiocarbonates, xanthates, and dithiocarbamates as chain transfer agents for the reversible addition fragmentation chain transfer and macromolecular design (RAFT/ MADIX) polymerization.

Sonstige Hinweise

Reagent for the synthesis of thioamides; Used in a modified Corey-Winter olefin synthesis; Preparation of thiocarbamates from alcohols which undergo radical reactions with Bu₃SnH-AIBN

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H302,H315,H319
• P-Sätze: P264 - P270 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)