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1,1'-Thiocarbonyldiimidazole, tech 90%, Thermo Scientific Chemicals
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Catalog number B22008.18
also known as B22008-18
Price (USD)/ Each
311.65
Online exclusive
346.00 Save 34.35 (10%)
-
Quantity:
50 g
Price (USD)/ Each
311.65
Online exclusive
346.00 Save 34.35 (10%)
1,1'-Thiocarbonyldiimidazole, tech 90%, Thermo Scientific Chemicals
Catalog numberB22008.18
Price (USD)/ Each
311.65
Online exclusive
346.00 Save 34.35 (10%)
-
Chemical Identifiers
CAS6160-65-2
IUPAC Name1-(1H-imidazole-1-carbothioyl)-1H-imidazole
Molecular FormulaC7H6N4S
InChI KeyRAFNCPHFRHZCPS-UHFFFAOYSA-N
SMILESS=C(N1C=CN=C1)N1C=CN=C1
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Specifications
Specification Sheet
Specification SheetAppearance (Color)Yellow
Assay (GC)>88.0%
Purity (DSC)>88.0% (non-U.S. specification)
Solution Test(5% w/v in ethanol) : Clear
FormPowder
1,1'-Thiocarbonyldiimidazole is used as a reagent for the deoxygenation of alcohols with tributyltin hydride and diols with lithium aluminum hydride. It is also used to deoxygenate carboxylic monosaccharide analogues. Further, it is a useful reagent involved in biochemical synthesis. In addition to this, it is used to prepare 1-[bis-(4-methoxy-phenyl)-methyl]-1H-imidazole by reacting with 4,4'-dimethoxy-benzhydrol.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
1,1′-Thiocarbonyldiimidazole is used as a reagent for the deoxygenation of alcohols with tributyltin hydride and diols with lithium aluminum hydride. It is also used to deoxygenate carboxylic monosaccharide analogues. Further, it is a useful reagent involved in biochemical synthesis. In addition to this, it is used to prepare 1-[bis-(4-methoxy-phenyl)-methyl]-1H-imidazole by reacting with 4,4′-dimethoxy-benzhydrol.
Solubility
Soluble in terahydrofuran, toluene and dichloromethane.
Notes
Air and moisture sensitive. Keep the container tightly closed in a dry and well-ventilated place. Store in a cool place. Incompatible with strong oxidizing agents and strong acids.
1,1′-Thiocarbonyldiimidazole is used as a reagent for the deoxygenation of alcohols with tributyltin hydride and diols with lithium aluminum hydride. It is also used to deoxygenate carboxylic monosaccharide analogues. Further, it is a useful reagent involved in biochemical synthesis. In addition to this, it is used to prepare 1-[bis-(4-methoxy-phenyl)-methyl]-1H-imidazole by reacting with 4,4′-dimethoxy-benzhydrol.
Solubility
Soluble in terahydrofuran, toluene and dichloromethane.
Notes
Air and moisture sensitive. Keep the container tightly closed in a dry and well-ventilated place. Store in a cool place. Incompatible with strong oxidizing agents and strong acids.
RUO – Research Use Only
General References:
- 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 Triphenyl tin hydride, L00163, under free-radical conditions: J. Org. Chem., 62, 4159 (1997).
- Can be used to deoxygenate carbocyclic monosaccharide analogues: Tetrahedron., 48, 2349 (1992).
- Ivanov, A. V.; Virus, E. D.; Luzyanin, B. P.; Kubatiev, A. A. Capillary electrophoresis coupled with 1,1'-thiocarbonyldiimidazole derivatization for the rapid detection of total homocysteine and cysteine in human plasma. J. Chromatogr. B 2015, 1004, 30-36.
- Chaurand, P. Introducing specificity and sensitivity in imaging MS. Bioanalysis 2015, 7 (18), 2279-2281.