(トリメチルシリル)酢酸エチル

危険有害性情報のコード(GHS)

• 絵表示(GHS)

  

• 注意喚起語

  Warning

• 危険有害性情報

  H226：引火性の液体および蒸気

• 注意書き

  P210：熱/火花/裸火/高温のもののような着火源から遠ざ けること。－禁煙。

  P240：容器を接地すること/アースをとること。

  P241：防爆型の電気機器/換気装置/照明機器/．．．機器を使 用すること。

  P303+P361+P353：皮膚（または髪）に付着した場合：直ちに汚染された衣 類をすべて脱ぐこと/取り除くこと。皮膚を流水/シャワー で洗うこと。

(トリメチルシリル)酢酸エチル 価格

(トリメチルシリル)酢酸エチル 化学特性,用途語,生産方法

• 外観

  無色～淡黄色の液体

• 用途

  有機合成原料。

• 化学的特性

  Ethyl trimethylsilylacetate is a clear colorless liquid. It is stable to the usual manipulations, and can be stored in glass containers for years without change of physical and spectral properties.

• 使用

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

• 製造方法

  ethyl trimethylsilylacetate synthesis: Available by a Reformatsky reaction from ethyl bromoacetate, and by reaction of trimethylsilylmethylmagnesium chloride with ethyl chloroformate. An alternative approach requires the treatment of ethyl acetate with triphenylmethylsodium followed by chlorotrimethylsilane The use of a nitrogen base with ethyl acetate in THF followed by reaction with chlorotrimethylsilane results in a mixture of C- and O-silylation. The use of HMPA as additive in the reaction medium increases the amount of O-silylation to 90%. Similar methods can be used to prepare analogs.

• 一般的な説明

  Reaction of ethyl trimethylsilylacetate (ETSA) with dilute hydrochloric acid, dilute alkali, anhydrous HCl, anhydrous bromine and absolute ethanol has been reported. ETSA undergoes condensation with aromatic aldehydes in the presence of base catalyst to yield β-trimethylsiloxycarboxylates. Lithium ETSA reacts with ketones to yield α,β-unsaturated esters.

• 純化方法

  Purify it by distilling ca 10g of reagent through a 15cm, Vigreux column (p 11) and then redistilling it through a 21cm glass helices-packed column [Hauze & Hauser J Am Chem Soc 75 994 1953]. Alternatively, dissolve it in Et2O, wash with H2O, dilute Na2CO3, dry over Na2CO3, evaporate Et2O, and distil it through a column of 15 theoretical plates. [Gold et al. J Am Chem Soc 70 2874 1948, Beilstein 4 IV 3974.]

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