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1663-45-2 - 1,2-Bis(diphenylphosphino)ethane, 97+% - Diphos - Dppe - A11419 - Alfa Aesar

A11419 1,2-Bis(diphenylphosphino)ethane, 97+%

Número CAS
1663-45-2
Nombre Alternativo
Diphos
Dppe

Tamaño Precio ($) Cantidad Disponibilidad
5g 36,40
25g 105,00
100g 382,00
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1,2-Bis(diphenylphosphino)ethane, 97+%

MDL
MFCD00003047
EINECS
216-769-2

Propiedades químicas

Fórmula
C26H24P2
Peso molecular
398.42
Punto de fusión
138-143°
Sensibilidad
Air Sensitive
Solubilidad
Soluble in acetone, methanol and alcoholic hydrochloric acid.

Aplicaciones

1,2-Bis(diphenylphosphino)ethane is a bidendate ligand used in coordination chemistry to prepare metal complexes. It is involved in the metal-catalyzed allylic alkylation and decarboxylation of allylic esters. It is also used in 1,3-diene synthesis. Further, it is used in cycloaddition reactions and carbonylation reactions. In addition to this, it is used to prepare bis(dicyclohexylphosphino)ethane by hydrogenation.

Notas

Air sensitive. Incompatible with strong oxidizing agents.

Referencias documentales

Chelating phosphorus ligand.

The complex with NiCl2 catalyzes the coupling of haloaromatic compounds with Grignard reagents: J. Org. Chem., 49, 478 (1984).

The catalyst prepared in situ with Sodium tetrachloropalladate(II)­ hydrate, 11886, catalyzes the carbonylation of allylic halides at atmospheric pressure: Chem. Lett., 1873 (1989):

Useful replacement for Triphenyl­phosphine, L02502, in the Staudinger and Mitsunobu reactions, with the advantage of easier separation of the by-product bis(phosphine oxide) due to its higher polarity compared with triphenylphosphine oxide: Tetrahedron Lett., 39, 7787 (1998). Has also been used as an alternative to PPh3 for the halodehydroxylation of alcohols, e.g. in combination with Hexachloroethane, L14297, alkyl chlorides are formed; the phosphine oxide by-product can readily be separated by filtration: Tetrahedron Lett., 42, 2459 (2001).

Afonin, M. Y.; Smolentsev, A. I.; Konchenko, S. N.; Petrov, P. A. Cyanato- and thiocyanato-substituted triangular clusters of molybdenum, [Mo3S4(dppe)3X3]+ (X = NCO-, NCS-; dppe = 1,2-bis(diphenylphosphino)ethane). J. Coord. Chem. 2015, 68 (3), 422-431.

Bloomfield, A. J.; Sheehan, S. W.; Collom, S. L.; Crabtree, R. H.; Anastas, P. T. A heterogeneous water oxidation catalyst from dicobalt octacarbonyl and 1,2-bis(diphenylphosphino)ethane. New J. Chem. 2014, 38 (4), 1540-1545.

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: P280g-P305+P351+P338

Wear protective gloves. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

Otras referencias

Beilstein
761261
Código de tarifa arancelaria unificado
2931.90
TSCA
Yes

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