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70-11-1 - 2-Bromoacetophenone, 98% - Phenacyl bromide - A15576 - Alfa Aesar

A15576 2-Bromoacetophenone, 98%

Número CAS
70-11-1
Nombre Alternativo
Phenacyl bromide

Tamaño Precio ($) Cantidad Disponibilidad
25g 28,20
100g 67,90
500g 231,00
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2-Bromoacetophenone, 98%

MDL
MFCD00000195
EINECS
200-724-9

Propiedades químicas

Fórmula
C8H7BrO
Peso molecular
199.05
Punto de fusión
48-51°
Punto de ebullición
140°/11mm
Punto de inflamabilidad
>110°(230°F)
Densidad
1.650
Solubilidad
Insoluble in water.

Aplicaciones

It is used in preparation of crystalline esters from acids. 2-Bromoacetophenone is a complete and irreversible inactivator of human liver aldehyde dehydrogenase isoenzymes E1 and E2.

Notas

Store in a cool, dry conditions in a well sealed container. Incompatible with oxidizing agent, acids & bases.

Referencias documentales

E Bielak; S Biliński. [Reactions of 1-(X-benzoyl)-4-R-thiosemicarbazide with chloroacetone and µ-bromoacetophenone. VI. 4-(o-tolyl)-thiosemicarbazide of o-nitro - and p-nitrobenzoic acid]. Annales UMCS Medicina. 1996,51 185-193.

Adolfo Lopez Torres; Eunice Yanez Barrientos; Katarzyna Wrobel; Kazimierz Wrobel. Selective derivatization of cytosine and methylcytosine moieties with 2-bromoacetophenone for submicrogram DNA methylation analysis by reversed phase HPLC with spectrofluorimetric detection. Analytical chemistry 2011, 83 (20), 7999-8005.

Reagent for carboxyl protection as phenacyl esters, stable to acid hydrolysis but readily cleaved by nucleophiles or by reduction. See Appendix 6. Protection can be effected in the presence of triethylamine: J. Chem. Soc. (C), 1191 (1966), or, better, KF in DMF: Tetrahedron Lett., 599 (1977). Phase-transfer conditions have also been reported: Synth. Commun., 26, 1747 (1996). Cleavage has been described using a variety of reagents, including Zn-AcOH: Tetrahedron Lett., 343 (1970), catalytic hydrogenolysis, treatment with PhS-, PhSeH, or NaHTe: Synth. Commun., 18, 116 (1988); TBAF: J. Org. Chem., 56, 5465 (1991); or photolysis: J. Org. Chem., 62, 6245 (1997).

Has also been used to block the imidazole ring in histidine residues during peptide synthesis, and is stable to TFA, TfOH and HBr-AcOH: J. Chem. Soc., Chem. Commun., 472 (1978); J. Chem. Soc., Perkin 1, 2261 (1979).

For formation of the Sn enolate using SnCl2, see: Synth. Commun., 23, 271 (1993). 1,4-Diketones may be synthesized from ɑ-bromoketones and Sn enolates: J. Chem. Soc., Perkin 1, 3205 (1990).

Indicaciones de peligro y de precaución del GHS

Indicaciones de peligro (UE): H331-H314-H318

Toxic if inhaled. Causes severe skin burns and eye damage. Causes serious eye damage.

Indicaciones de precaución: P280-P305+P351+P338-P309-P310a

Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF exposed or if you feel unwell: Immediately call a POISON CENTER/doctor

Otras referencias

Merck
14,1402
Beilstein
606474
Clase de peligro
6.1
Grupo de embalaje
II
Código de tarifa arancelaria unificado
2914.79
TSCA
Yes

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