1,1'-Thiocarbonyldiimidazole

• Catalog No.: B22008
• CAS Number: 6160-65-2
• M. F.: C7H6N4S
• M. W.: 178.21434
• Purity: tech 90%

SYNONYMS

• Title: 1,1'-硫代碳酰基二咪唑
• IUPAC name: 1-(1H-imidazole-1-carbothioyl)-1H-imidazole
• IUPAC Traditional name: 1-(imidazole-1-carbothioyl)imidazole

DATABASE IDS

• CAS Number: 6160-65-2
• Beilstein Number: 609349
• MDL Number: MFCD00005289
• EC Number: 228-183-4

PROPERTIES

• Purity: tech 90%
• Melting Point: 98-102°C
• GHS Hazard statements: H301-H315-H319-H335
• European Hazard Symbols: X
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36/37
• Storage Warning: Moisture Sensitive
• TSCA Listed: 否

REFERENCES

• Can be used to deoxygenate carbocyclic monosaccharide analogues: Tetrahedron., 48, 2349 (1992).
• Reacts with diols to give cyclic thionocarbonates which are desulfurized by trialkyl phosphites to give alkenes by cis-elimination of CO₂ from the intermediate carbene (Corey-Winter olefination): J. Am. Chem. Soc., 85, 2677 (1963); Angew. Chem. Int. Ed., 14, 753 (1975). For a modified procedure involving ring-opening of the thionocarbonate intermediate with an alkyl iodide, followed by Zn reduction of the resulting iodo ester, see: Tetrahedron Lett., 3793 (1973). Alternatively, the thionocarbonate of a 1,2-diol can be selectively reduced to the methylenedioxy group with Triphenyltin hydride, L00163, under free-radical conditions: J. Org. Chem., 62, 4159 (1997).