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95-92-1 - Diethyl oxalate, 99% - Ethyl oxalate - Oxalic acid diethyl ester - A14498 - Alfa Aesar

A14498 Diethyl oxalate, 99%

Número CAS
95-92-1
Nombre Alternativo
Ethyl oxalate
Oxalic acid diethyl ester

Tamaño Precio ($) Cantidad Disponibilidad
500g 21,22
2500g 73,23
10000g 233,81
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Diethyl oxalate, 99%

MDL
MFCD00009119
EINECS
202-464-1

Propiedades químicas

Fórmula
C6H10O4
Peso molecular
146.14
Punto de fusión
-41°
Punto de ebullición
184-186°
Punto de inflamabilidad
75°(167°F)
Densidad
1.077
Índice de refracción
1.4100
Sensibilidad
Moisture Sensitive
Solubilidad
Miscible with alcohols, ether and other common organic solvents.

Aplicaciones

Diethyl oxalate is used to prepare active pharmaceutical ingredients (API), plastics and dyestuff intermediates. It is also used as a solvent for cellulose esters, ethers, resins, perfumes and lacquers for electronics. It is involved in the transesterification reaction with phenol to get dipheny oxalate. It is also involved in the Claisen condensation ketosteroids to prepare glyoxalyl derivatives. Further, it is used to prepare sym-1,4-diphenyl-1,4-dihydro-1,2,4,5-polytetrazine. In addition to this, it is utilized in the microemulsion synthesis of zinc oxide nanoparticles.

Notas

Incompatible with strong oxidizing agents, reducing agents, acids and bases. Moisture sensitive.

Referencias documentales

Base-promoted condensation with ketones, esters, nitriles, etc. yields ɑ-ethoxalyl derivatives, which with aldehydes, e.g. formaldehyde, yield ɑß-unsaturated compounds: J. Org. Chem., 42, 1180 (1977). Condensation with the activated methyl group of o-nitrotoluenes can lead to indole-2-carboxylic acid ethyl ester: Org. Synth. Coll., 5, 567 (1973), or to o-nitrophenylacetic acids which can be converted to indole-2-acetic acid esters: Org. Synth. Coll., 9, 601 (1998).

With the benzylic phosphoranes, gives stereoselectively (Z)-3-aryl-2-ethoxyacrylates: Synthesis, 958 (1989).

Reaction with Grignard reagents at low temperatures gives ɑ-keto esters: Synth. Commun., 11, 943 (1981); Org. Prep. Proced. Int., 21, 501 (1989). Similarly, vinyl Grignards give 2-oxo-3-alkenoic acids: Synthesis, 564 (1988).

Ding, J.; Zhang, J.; Zhang, C.; Liu, K.; Xiao, H.; Kong, F.; Chen, J. Hydrogenation of diethyl oxalate over Cu/SiO2 catalyst with enhanced activity and stability: Contribution of the spatial restriction by varied pores of support. Appl. Catal., A 2015, 508, 68-79.

Afrooz, M.; Dehghani, H. First application of diethyl oxalate as efficient additive in high performance dye-sensitized solar cells based on iodide/triiodide electrolyte. Electrochim. Acta 2015, 174, 521-531.

Indicaciones de peligro y de precaución del GHS

Indicaciones de peligro (UE): H302-H319-H227

Harmful if swallowed. Causes serious eye irritation. Combustible liquid.

Indicaciones de precaución: P210-P280-P264-P270-P305+P351+P338-P301+P312-P337+P313-P330-P403+P235-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Wear protective gloves/protective clothing/eye protection/face protection. Wash thoroughly after handling. Do not eat, drink or smoke when using this product. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. If eye irritation persists: Get medical advice/attention. Rinse mouth. Store in a well-ventilated place. Keep cool. Dispose of contents/container in accordance with local/regional/national/international regulations.

Otras referencias

Merck
14,3125
Beilstein
606350
Clase de peligro
6.1
Grupo de embalaje
III
Código de tarifa arancelaria unificado
2917.11
TSCA
Yes
RTECS
RO2800000

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