1-methyltetrahydrothiophenium methylsulfate | 93226-43-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机硫酸及其衍生物
• 英文名称: 1-methyltetrahydrothiophenium methylsulfate
• 英文别名: Tetrahydro-1-methylthiophenium methyl sulfate；methyl sulfate;1-methylthiolan-1-ium
• CAS: 93226-43-8
• 化学式: CH₃O₄S*C₅H₁₁S
• 分子量: 214.307
• InChiKey: NIZBHPBZSXIEFT-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.12
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  75.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  四氢噻吩 、 硫酸二甲酯 以 二氯甲烷 为溶剂， 反应 24.0h， 以33%的产率得到1-methyltetrahydrothiophenium methylsulfate
  参考文献：
  名称：

  Catalytic (Asymmetric) Methylene Transfer to Aldehydes

  摘要：

  An investigation into the poor activity of sulfides as catalysts for sulfonium-ylide-mediated methylene transfer to aldehydes has indicated that ylide formation is the problematic catalytic cycle step. Alkylation with traditional electrophiles does not proceed with sufficient efficiency to allow the sulfide to be used catalytically. Methyl triflate rapidly alkylates cyclic thiolanes under mild conditions, allowing their use in efficient aldehyde epoxidation reactions (in conjunction with phosphazene bases) at loadings as low as 10 mol %.

  DOI：

  10.1021/ol902816w

文献信息

• [EN] SULFONIUM SULFATES, THEIR PREPARATION AND USE<br/>[FR] SULFATES DE SULFONIUM, LEUR PRÉPARATION ET UTILISATION
  申请人：BASF SE

  公开号：WO2012113829A1

  公开（公告）日：2012-08-30

  The present invention relates to a heat-curable composition comprising (a) at least one compound which is capable of undergoing cationic polymerization; and (b) at least one sulfonium sulfate selected from compounds of the formulae Ia and Ib where Yn- is a monovalent or divalent anion selected from (1) where n, M, R1 to R10 are as defined in claim 1 and in the description. The present invention also relates to novel sulfonium sulfates of the formulae Ia and Ib, to a process for curing cationically polymerizable material and to the cured material obtained by said process.

  本发明涉及一种热固化组合物，包括（a）至少一种能够进行阳离子聚合的化合物；和（b）选择自式Ia和Ib的至少一种砜酸盐，其中Yn-是从（1）中选择的一价或二价阴离子，其中n、M、R1至R10如权利要求1和描述中所定义。本发明还涉及式Ia和Ib的新型砜酸盐，以及用于固化阳离子聚合材料的工艺和通过该工艺获得的固化材料。
• SULFONIUM SULFATES, THEIR PREPARATION AND USE
  申请人：BASF SE

  公开号：EP2678311A1

  公开（公告）日：2014-01-01
• US4148814A
  申请人：——

  公开号：US4148814A

  公开（公告）日：1979-04-10
• Catalytic (Asymmetric) Methylene Transfer to Aldehydes
  作者：Alessandro Piccinini、Sarah A. Kavanagh、Paul B. Connon、Stephen J. Connon

  DOI：10.1021/ol902816w

  日期：2010.2.5

  An investigation into the poor activity of sulfides as catalysts for sulfonium-ylide-mediated methylene transfer to aldehydes has indicated that ylide formation is the problematic catalytic cycle step. Alkylation with traditional electrophiles does not proceed with sufficient efficiency to allow the sulfide to be used catalytically. Methyl triflate rapidly alkylates cyclic thiolanes under mild conditions, allowing their use in efficient aldehyde epoxidation reactions (in conjunction with phosphazene bases) at loadings as low as 10 mol %.