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

5927-18-4 - Trimethyl phosphonoacetate, 98% - Dimethyl methoxycarbonylmethylphosphonate - Phosphonoacetic acid trimethyl ester - A13301 - Alfa Aesar

A13301 Trimethyl phosphonoacetate, 98%

Número CAS
5927-18-4
Nombre Alternativo
Dimethyl methoxycarbonylmethylphosphonate
Phosphonoacetic acid trimethyl ester

Tamaño Precio ($) Cantidad Disponibilidad
25g 38,70
100g 107,00
500g 464,00
Añadir al carrito Añadir al presupuesto al por mayor Ver artículo

Trimethyl phosphonoacetate, 98%

MDL
MFCD00008452
EINECS
227-663-0

Propiedades químicas

Fórmula
C5H11O5P
Peso molecular
182.11
Punto de ebullición
119-120°/1mm
Punto de inflamabilidad
70°(158°F)
Densidad
1.263
Índice de refracción
1.4370
Solubilidad
Slightly miscible with water.

Aplicaciones

Trimethyl phosphonoacetate is used in the preparation of sarin A by intramolecular Mannich-type reactions. It is involved in the Horner-Wadsworth-Emmons olefination with aldehydes and ketones to give acrylic esters. It is also involved in oxa-Michael reactions, prenylation of oxindoles and heterocyclization reactions.

Notas

Incompatible with strong oxidizing agents.

Referencias documentales

Horner-Wadsworth-Emmons olefination (see Appendix 1) with aldehydes and ketones gives acrylic esters, cf Triethyl­ phosphonoacetate, A14120. In general, the (E):(Z) ratio of the resulting alkene increases as the counter-ion becomes smaller (K, Na, Li) and as the temperature increases. See, e.g.: J. Org. Chem., 55, 3386 (1990). Reaction with ɑ-hydroxy ketones provides a simple route to butenolides: Tetrahedron Lett., 36, 2839 (1995):

Cheng, D.; Liu, Y.; Wang, H.; Weng, X.; Wu, Z. Enhanced CO2 adsorptive performance of PEI/SBA-15 adsorbent using phosphate ester based surfactants as additives. J. Environ. Sci. 2015, 38, 1-7.

Sugimoto, K.; Miyakawa, Y.; Tokuyama, H. Total synthesis of (-)-rhazinilam using 1, 3-dipolar cycloaddition of optically active münchnone intermediate. Tetrahedron 2015, 71 (22), 3619-3624.

Indicaciones de peligro y de precaución del GHS

Indicaciones de peligro (UE): H227-H315-H319-H335

Combustible liquid. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Indicaciones de precaución: P210u-P261-P280a-P305+P351+P338-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. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Otras referencias

Beilstein
1865177
Código de tarifa arancelaria unificado
2931.39
TSCA
Yes

Recomendado

Visto recientemente

Productos químicos

Ciencias de la vida

Metales & materiales

Catalizadores

Análisis y material de laboratorio