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6160-65-2 - 1,1'-Thiocarbonyldiimidazole, tech 90% - B22008 - Alfa Aesar

B22008 1,1'-Thiocarbonyldiimidazole, tech 90%

Número CAS
6160-65-2
Nombre Alternativo

Tamaño Precio ($) Cantidad Disponibilidad
10g 86,70
50g 291,00
250g 988,00
Añadir al carrito Añadir al presupuesto al por mayor Ver artículo

1,1'-Thiocarbonyldiimidazole, tech 90%

MDL
MFCD00005289
EINECS
228-183-4

Propiedades químicas

Fórmula
C7H6N4S
Peso molecular
178.22
Punto de fusión
98-102°
Sensibilidad
Moisture Sensitive
Solubilidad
Soluble in terahydrofuran, toluene and dichloromethane.

Aplicaciones

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.

Notas

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.

Referencias documentales

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).

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.

Indicaciones de peligro y de precaución del GHS

Indicaciones de peligro (UE): H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Indicaciones de precaución: P260-P201-P280g-P304+P340-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Otras referencias

Beilstein
609349
Código de tarifa arancelaria unificado
2933.29
TSCA
No

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