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4071-88-9 - Ethyl (trimethylsilyl)acetate, 98+% - ETSA - (Trimethylsilyl)acetic acid ethyl ester - A17707 - Alfa Aesar

A17707 Ethyl (trimethylsilyl)acetate, 98+%

Número CAS
4071-88-9
Nombre Alternativo
ETSA
(Trimethylsilyl)acetic acid ethyl ester

Tamaño Precio ($) Cantidad Disponibilidad
10g 53,25
50g 208,06
250g 678,40
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Ethyl (trimethylsilyl)acetate, 98+%

MDL
MFCD00009172
EINECS
223-783-2

Propiedades químicas

Fórmula
(CH3)3SiCH2CO2CH2CH3
Peso molecular
160.29
Punto de ebullición
156-158°
Punto de inflamabilidad
35°(95°F)
Densidad
0.876
Índice de refracción
1.4150
Sensibilidad
Moisture Sensitive
Solubilidad
Decomposes in water.

Aplicaciones

Ethyl trimethylsilylacetate is used in the synthesis of ethyl-2,2-dibromo-2-(trimethylsilyl)acetate. It was also used to silylate the enolizable aldehydes and ketones.

Notas

Moisture Sensitive. Store away from strong oxidizing agents. Keep container tightly closed. Store in cool, dry conditions in well sealed containers.

Referencias documentales

Thomas Poisson.; Vincent Gembus.; Sylvain Oudeyer.; Francis Marsais.; Vincent Levacher. Product-Catalyzed Addition of Alkyl Nitriles to Unactivated Imines Promoted by Sodium Aryloxide/Ethyl(trimethylsilyl)acetate (ETSA) Combination. J. Org. Chem. 2009, 74, (9), 3516-3519.

O. W. Webster.; W. R. Hertler.; D. Y. Sogah.; W. B. Farnham.; T. V. RajanBabu. Group-transfer polymerization. 1. A new concept for addition polymerization with organosilicon initiators. J. Am. Chem. Soc. 1983, 105, (17), 5706-5708.

Reagent for silylation, under nucleophilic catalysis by TBAF, particularly of sensitive substrates, since the by-product (ethyl acetate) is neutral and filtration is avoided: J. Am. Chem. Soc., 98, 2346 (1976). Alcohols, phenols, ketones, thiols, carboxylic acids and terminal alkynes can be silylated: Bull. Chem. Soc. Jpn., 54, 805 (1981). For conversion of ketones to silyl enol ethers, see: Org. Synth. Coll., 7, 512 (1990).

Aromatic aldehydes undergo F- promoted Reformatsky-like addition: Tetrahedron Lett., 1699 (1976). Further heating results in Peterson-type elimination to give the ɑß-unsaturated ester: J. Org. Chem., 60, 6582 (1995):

Grignard reagents give tertiary carbinols which give 1,1-disubstituted ethylenes by Peterson elimination: Tetrahedron Lett., 23, 1035 (1982). See Appendix 4.

Indicaciones de peligro y de precaución del GHS

Indicaciones de peligro (UE): H226

Flammable liquid and vapour.

Indicaciones de precaución: P210-P280-P240-P241-P233-P242-P243-P303+P361+P353-P403+P235-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Wear protective gloves/protective clothing/eye protection/face protection. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Keep container tightly closed. Use only non-sparking tools. Take precautionary measures against static discharge. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. Store in a well-ventilated place. Keep cool. Dispose of contents/container in accordance with local/regional/national/international regulations.

Otras referencias

Beilstein
1755902
Clase de peligro
3
Grupo de embalaje
III
Código de tarifa arancelaria unificado
2931.90
TSCA
No

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