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20244-61-5 - 2,4,4,6-Tetrabromo-2,5-cyclohexadienone, 90+% - L00152 - Alfa Aesar

L00152 2,4,4,6-Tetrabromo-2,5-cyclohexadienone, 90+%

Número CAS
20244-61-5
Nombre Alternativo

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2,4,4,6-Tetrabromo-2,5-cyclohexadienone, 90+%

MDL
MFCD00001589
EINECS
243-638-7

Propiedades químicas

Fórmula
C6H2Br4O
Peso molecular
409.70
Punto de fusión
ca 125° dec.
Solubilidad
Insoluble in water.

Aplicaciones

In combination with PPh3, can be used to convert alcohols and THP ethers to bromides with inversion of configuration. It is a versatile catalyst for acetalization and transacetalization of carbonyl compounds, preparation of acetonides from epoxides, and acylals from aldehydes. It is employed for selective monobromination of imidazoles and indoles

Notas

Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.

Referencias documentales

Akiko Saito, et al. An efficient method for converting alcohols to azides with 2,4,4,6-tetrabromo-2,5-cyclohexadienone/PPh3/Zn(N3)2·2Py.Tetrahedron Lett.,1997,38,(22), 3955-3958.

Habib Firouzabadi, et al. 2,4,4,6-Tetrabromo-2,5-cyclohexadienone (TABCO) as a Versatile, Efficient, and Chemoselective Catalyst for the Acetalization and Transacetalization of Carbonyl Compounds, the Preparation of Acetonides from Epoxides and Acylals (1,1-Diacetates) from Aldehydes.Bull. Chem. Soc. Jpn.,2002,75,(10), 2195-2205.

Selectively monobrominates phenols and unprotected arylamines mainly at the para position: J. Chem. Soc. (C), 3652 (1971). For tabulated results for the p-bromination of arylamines, see: Org. Synth. Coll., 6, 181 (1988).

ɑß-Unsaturated methyl ketones are brominated selectively at the methyl group: Tetrahedron, 29, 1625 (1973).

Reacts selectively with the terminal double bonds of polyenes: Chem. Lett., 283 (1976); Tetrahedron Lett., 26, 343 (1985). In aqueous systems, the products are the bromohydrins or, in methanol, their methyl ethers: Synthesis, 605 (1978) and references therein.

For selective monobromination of imidazoles and indoles, see: J. Chem. Soc., Perkin 1, 2567 (1972).

In combination with PPh3, can be used to convert alcohols and THP ethers to bromides with inversion of configuration: Tetrahedron Lett., 38, 1955 (1997). Silyl ethers also behave similarly: Tetrahedron Lett., 38, 7223 (1997).

Versatile catalyst for acetalization and transacetalization of carbonyl compounds, preparation of acetonides from epoxides, and acylals from aldehydes: Bull. Chem. Soc. Jpn., 75, 2195 (2002).

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: P261-P280a-P305+P351+P338-P304+P340-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. 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
2048028
Código de tarifa arancelaria unificado
2914.79
TSCA
No

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