(トリメチルシリル)ケテン

(トリメチルシリル)ケテン 価格

メーカー	製品番号	製品説明	CAS番号	包装	価格	更新時間	購入

(トリメチルシリル)ケテン 化学特性,用途語,生産方法

物理的性質

bp 81–82 °C; d 0.80 g cm?3.

使用

Trimethylsilylketene is a reactive acylating agent for amines and alcohols; building block for synthesis of coumarins; synthesis of α-silyl ketones via the addition of organocerium reagents; treatment with stabilized ylides forms trimethylsilyl-substituted allenes;a cycloaddition with aldehydes affords β-lactones; forms small rings with diazomethane; treatment with n-BuLi forms a ketene enolate. It participates in the reactions of Trimethylsilylacetylation of Alcohols and Amines, Synthesis of Coumarins via Cyclization–Elimination, One-pot Formation of α-Silyl Ketones, Preparation of Trimethylsilyl-Substituted Allenes, Preparation of β-Lactones, Reaction with Diazomethane to Form Silylated Cyclopropanes and Cyclobutanones, Synthesis of Heterocycles, Formation of the Ketene Enolate, and other uses.

製造方法

Most often prepared (eq 1) by pyrolysis of ethoxy(trimethylsilyl)acetylene at 120??C (100 mmol scale, 65% yield).Recently, pyrolysis of t-butoxy(trimethylsilyl) acetylene has been shown to be a convenient alternative for the preparation of trimethylsilylketene (1). Thermal decomposition of t-butoxy(trimethylsilyl)acetylene causes elimination of 2-methylpropene slowly at temperatures as low as 50??C and instantaneously at 100¨C110??C (30 mmol scale, 63% yield). The main advantage of this method is that it is possible to generate trimethylsilylketene in the presence of nucleophiles, leading to in situ trimethylsilylacetylation (eq 2). Increased shielding of the triple bond prevents problems such as polymerization and nucleophilic attack that occur when the ketene is generated in situ from (trimethylsilyl)ethoxyacetylene. Trimethylsilylketene can also be prepared (eq 3) via the dehydration of commercially available trimethylsilylacetic acid with 1,3- dicyclohexylcarbodiimide (DCC) in the presence of a catalytic amount of triethylamine (100 mmol scale, 63%). Other typical methods used for ketene generation such as dehydrohalogenation of the acyl chloride and pyrolysis of the anhydride have been applied to the preparation of (1); however, both methods afford low yields.

There have been no significant developments in the methods used to prepare trimethylsilylketene (TMSK). However, Black et al. have published slight modifications. to the original preparation by Ruden, which primarily deals with accessing ethoxyacetylene.

貯蔵

Trimethylsilylketene is unusually stable for an aldoketene with respect to dimerization and decomposition. Samples stored neat under nitrogen at room temperature show no noticeable decomposition after several months.

純化方法

Purified by distillation at 82 °C/760 mmHg.

(トリメチルシリル)ケテン 上流と下流の製品情報

原材料

準備製品

(トリメチルシリル)ケテン 生産企業

名前	電話番号	電子メール	国籍	製品カタログ	優位度
CONIER CHEM AND PHARMA LIMITED	+8618523575427	sales@conier.com	China	49374	58
Hebei Weibang Biotechnology Co., Ltd	+8617732866630	bess@weibangbio.com	China	18148	58
SpringPharma Tech Co.,Ltd	+86-25-68710855, +86-25-68710897	sales@springpharma.net	China	1261	62

4071-85-6((トリメチルシリル)ケテン)キーワード:

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• 4071-85-6
• (TRIMETHYLSILYL)KETENE 97%
• (Trimethylsilyl)ketene
• Trimethylsilylketene
• 2-(Trimethylsilyl)ethene-1-one
• 2-trimethylsilylethenone
• (trimethylsilyl)-ethenon
• (TRIMETHYLSILYL)KETENE 97
• Ethenone, 2-(trimethylsilyl)-
• (トリメチルシリル)ケテン
• トリメチルシリルケテン
• 2-(トリメチルシリル)エテン-1-オン