2-トリメチルシリル-1,3-ジチアン 化学特性,用途語,生産方法
外観
無色～うすい黄色～うすい黄赤色透明液体
化学的特性
CLEAR COLORLESS TO SLIGHTLY YELLOW LIQUID
物理的性質
bp 54–55 °C/0.17 mmHg.
使用
2-Trimethylsilyl-1,3-dithiane is the precursor of dithioketene acetals which are good substrates for
both cationic and anionic cyclization processes; the anion reacts with unsaturated ketones and aldehydes to give vinyl dithioketene acetals that can be used as dienes or for the preparation of substituted α,β-unsaturated alkyl ketones; alkylation of the anion provides a general synthesis of acylsilanes. It participates the following reactions: Thioketene Acetals, Cationic and Anionic Cyclizations, Unsaturated Dithioketene Acetals, Acylsilanes, Multicomponent Linchpin Reactions, Formation of Bis(acylsilanes) etc.
製造方法
2-Trimethylsilyl-1,3-dithiane is prepared by alkylation of 2-lithio-1,3-
dithiane with chlorotrimethylsilane (eq 1).
一般的な説明
2-(Trimethylsilyl)-1,3-dithiane participates in Lewis base-catalyzed 1,3-dithiane addition to electrophiles such as carbonyl compounds and
N-substituted aldimines. It undergoes novel diazo transfer reaction with tosyl azide in hexamethylphosphoramide-THF to yield 2-diazo-1,3-dithiane, which on decomposition yields formal carbene adducts. It is a versatile acyl anion equivalent.
純化方法
Fractionally distil the dithiane through an efficient column and collect the fractions that have the correct NMR and IR spectra. 1H NMR (CCl4) 6.36 (SiMe3), 9.87 (SCHS) and dithiane H at 7 and 8 (ratio 1:9:4:2) from Me4Si; UV 244nm ( 711), sh 227nm ( 800). [Corey et al. J Am Chem Soc 89 max 434 1967.]
2-トリメチルシリル-1,3-ジチアン 上流と下流の製品情報
原材料
準備製品