Cookies disclaimer

Estoy de acuerdo utilizamos cookies para mejorar la experiencia de navegación del usuario y para estudiar cómo se utiliza nuestro sitio web. si navega por nuestro sitio web, estará aceptando el uso de las cookies en las condiciones establecidas en la presente política de cookies. esta política puede ser actualizada, por lo que le invitamos a revisarla de forma regular

84-58-2 - 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone, 98% - 2,3-Dichloro-5,6-dicyano-p-benzoquinone - 4,5-Dichloro-3,6-dioxo-1,4-cyclohexadiene-1,2-dicarbonitrile - A11879 - Alfa Aesar

A11879 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone, 98%

Número CAS
84-58-2
Nombre Alternativo
2,3-Dichloro-5,6-dicyano-p-benzoquinone
4,5-Dichloro-3,6-dioxo-1,4-cyclohexadiene-1,2-dicarbonitrile

Tamaño Precio ($) Cantidad Disponibilidad
10g 33,66
50g 112,55
250g 554,70
Añadir al carrito Añadir al presupuesto al por mayor Ver artículo

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone, 98%

MDL
MFCD00001593
EINECS
201-542-2

Propiedades químicas

Fórmula
C8Cl2N2O2
Peso molecular
227.01
Punto de fusión
214-218°
Sensibilidad
Moisture Sensitive
Solubilidad
Soluble in benzene, methanol, acetic acid and dioxane.Slightly soluble in chloroform,, dichloromethane.

Aplicaciones

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone is used as a reagent for oxidative couplings and cyclization reactions and dehydrogenation of alcohols, phenols and steroid ketones. It is also used in the synthesis of 1,2-benzisoxazoles. It is a useful electron-transfer reagent for synthesis of quinolines from imines and alkynes or alkenes.

Notas

Store in a cool place. Incompatible with strong acids, strong bases, strong oxidizing agents and strong reducing agents.

Referencias documentales

Widely used dehydrogenation reagent, e.g. in aromatization reactions; review: Chem. Rev., 67, 153 (1967); 78, 317 (1978). For an example, see: Org. Synth. Coll., 6, 731 (1988). Dehydrogenation of chromanones to chromones and flavanones to flavones: Synthesis, 310 (1983); spirocyclohexenones to the corresponding cross-conjugated dienones: Org. Synth. Coll., 7, 473 (1990).

Catalyzes formation of THP ethers from alcohols: Bull. Chem. Soc. Jpn., 65, 304 (1992), the isopropylidenation of carbohydrates with 2,2-Dimethoxypropane, A13810: Acta Chem. Scand., 47, 843 (1993); and C-N bond formation e.g. imines from arylamines and aldehydes (see also 1,2-Dianilinoethane, B23098), and, with 1 mole of DDQ, benzimidazole formation: Tetrahedron, 51, 5813 (1995):

Silyl and THP ethers are deprotected: J. Chem. Soc., Perkin 1, 2997 (1992); Synth. Commun., 25, 2373 (1995), respectively. Ethers of benzylic or allylic alcohols are oxidized to aldehydes, permitting the use of the methoxymethyl group as a masked aldehyde: Can. J. Chem., 67, 699 (1989). For cleavage of thioacetals to carbonyl groups, see: J. Org. Chem., 58, 7576 (1993); Chem. Lett., 965 (1994).

For a brief feature on uses of the reagent in synthesis, see: Synlett, 196 (2006).

Shehab, O. R.; Mansour, A. M. Sparfloxacin charge transfer complexes with 2, 3-dichloro-5, 6-dicyano-1, 4-benzoquinone and tetracyanoquinodimethane: Molecular structures, spectral, and DFT studies. J. Mol. Struct. 2015, 1093, 186-194.

Uzochukwu, I. C.; Nzegbunam, S. O. Visible Spectrophotometric and Thermodynamic Studies of Diclofenac: Charge-Transfer Complexation with 2, 3 Dichloro-5, 6-dicyano, 1, 4-benzoquinone. Trop. J. Pharm. Res. 2015, 14 (3), 519-525.

Indicaciones de peligro y de precaución del GHS

Indicaciones de peligro (UE): H301

Toxic if swallowed.

Indicaciones de precaución: P264-P270-P301+P310-P321-P330-P405-P501a

Wash thoroughly after handling. Do not eat, drink or smoke when using this product. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. Specific treatment (see label). Rinse mouth. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Otras referencias

Merck
14,3063
Beilstein
747939
Clase de peligro
6.1
Grupo de embalaje
III
Código de tarifa arancelaria unificado
2926.90
TSCA
Yes
RTECS
GU4825000

Recomendado

Visto recientemente

Productos químicos

Ciencias de la vida

Metales & materiales

Catalizadores

Análisis y material de laboratorio