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1,1'-Thiocarbonyldiimidazole_Molecular_structure_CAS_6160-65-2)
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1,1'-Thiocarbonyldiimidazole

Catalog No. B22008 Name Alfa Aesar
CAS Number 6160-65-2 Website
M. F. C7H6N4S Telephone
M. W. 178.21434 Fax
Purity tech 90% Email
Storage Chembase ID: 67483

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 Pictograms GHS06
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

DETAILS

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).