1-trimethylsilyl-3-phenyl-2-phenylsulphinylpropan-1-one | 66132-93-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-trimethylsilyl-3-phenyl-2-phenylsulphinylpropan-1-one
• 英文别名: 2-(Benzenesulfinyl)-3-phenyl-1-(trimethylsilyl)propan-1-one；2-(benzenesulfinyl)-3-phenyl-1-trimethylsilylpropan-1-one
• CAS: 66132-93-2
• 化学式: C₁₈H₂₂O₂SSi
• 分子量: 330.523
• InChiKey: POIWREAGNCHOPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.85
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  53.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-trimethylsilyl-3-phenyl-2-phenylsulphinylpropan-1-one 以 正己烷 为溶剂， 反应 6.0h， 以84%的产率得到2-trimethylsilyl-4-phenyl-1-oxa-1,3-butadiene
  参考文献：
  名称：

  Synthesis and reactivity of iron carbonyl complexes of α,β-unsaturated acyl silanes

  摘要：

  2-Trimethylsilyl-1-oxa-1,3-butadiene (7) reacts with Fe2(CO)9 to form an unstable tetracarbonyliron(0) complex (8) whereas 2-trimethylsilyl-4-phenyl-1-oxa-1,3-butadiene (9) and 2-(tert-butyldimethylsilyl)-4-phenyl-1-oxa-1,3-butadiene (20) react with Fe2(CO)9 to form highly stable crystalline tricarbonyliron(0) complexes (16) and (21). Complexes (16) and (21) both undergo acylation when reacted with methyl lithium under nitrogen to form gamma-ketoacylsilanes [(18) and (22)], but only complex (21) reacts with methyl lithium under carbon monoxide to give the tricarbonyl(vinylketene)iron(0) complex (23).

  DOI：

  10.1016/s0040-4020(01)90375-8
• 作为产物：
  描述：

  trimethyl<2-(phenylthio)-3-phenylpropanoyl>silane 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以91%的产率得到1-trimethylsilyl-3-phenyl-2-phenylsulphinylpropan-1-one
  参考文献：
  名称：

  Synthesis and reactivity of iron carbonyl complexes of α,β-unsaturated acyl silanes

  摘要：

  2-Trimethylsilyl-1-oxa-1,3-butadiene (7) reacts with Fe2(CO)9 to form an unstable tetracarbonyliron(0) complex (8) whereas 2-trimethylsilyl-4-phenyl-1-oxa-1,3-butadiene (9) and 2-(tert-butyldimethylsilyl)-4-phenyl-1-oxa-1,3-butadiene (20) react with Fe2(CO)9 to form highly stable crystalline tricarbonyliron(0) complexes (16) and (21). Complexes (16) and (21) both undergo acylation when reacted with methyl lithium under nitrogen to form gamma-ketoacylsilanes [(18) and (22)], but only complex (21) reacts with methyl lithium under carbon monoxide to give the tricarbonyl(vinylketene)iron(0) complex (23).

  DOI：

  10.1016/s0040-4020(01)90375-8

文献信息

• Preparation of α, β-unsaturated acyltrimethylsilanes
  作者：Naoki Minami、Toru Abe、Isao Kuwajima

  DOI：10.1016/s0022-328x(00)84081-4

  日期：1978.1
• Synthesis and reactivity of iron carbonyl complexes of α,β-unsaturated acyl silanes
  作者：Susan E. Thomas、Gary J. Tustin、Arthur Ibbotson

  DOI：10.1016/s0040-4020(01)90375-8

  日期：1992.9

  2-Trimethylsilyl-1-oxa-1,3-butadiene (7) reacts with Fe2(CO)9 to form an unstable tetracarbonyliron(0) complex (8) whereas 2-trimethylsilyl-4-phenyl-1-oxa-1,3-butadiene (9) and 2-(tert-butyldimethylsilyl)-4-phenyl-1-oxa-1,3-butadiene (20) react with Fe2(CO)9 to form highly stable crystalline tricarbonyliron(0) complexes (16) and (21). Complexes (16) and (21) both undergo acylation when reacted with methyl lithium under nitrogen to form gamma-ketoacylsilanes [(18) and (22)], but only complex (21) reacts with methyl lithium under carbon monoxide to give the tricarbonyl(vinylketene)iron(0) complex (23).