1-[5-(1-羟基亚乙基)环戊-1,3-二烯-1-基]乙酮 | 699-85-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-[5-(1-羟基亚乙基)环戊-1,3-二烯-1-基]乙酮
• 英文名称: 1-[5-(1-hydroxy-ethylidene)-cyclopenta-1,3-dienyl]-ethanone
• 英文别名: 1-[5-(1-Hydroxy-aethyliden)-cyclopenta-1,3-dienyl]-aethanon；α-Hydroxy-2-acetyl-α-methylfulven；6-Hydroxy-6-methyl-2-acetyl-fulven；2-Acetyl-6-hydroxy-6-methylfulven；1-[5-(1-Hydroxyethylidene)cyclopenta-1,3-dien-1-yl]ethanone
• CAS: 699-85-4
• 化学式: C₉H₁₀O₂
• 分子量: 150.177
• InChiKey: UGWWTFGLBXIPDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  五羰基溴化锰(I) 、 1-[5-(1-羟基亚乙基)环戊-1,3-二烯-1-基]乙酮 在 thallium(I) ethoxide 作用下， 以 苯 为溶剂， 生成 tricarbonyl(η5-1,2-diacetylcyclopentadienyl)manganese
  参考文献：
  名称：

  Synthesis, Characterization, and Structure of Cyclopenta[c]thiophenes and Their Manganese Complexes

  摘要：

  1,3-Diaryl-4H-cyclopenta[c]thiophenes are efficiently prepared from 1,2-diaroylcyclopentadienes by use of Lawesson's reagent. eta5-Cyclopenta[c]thienyl complexes, [Mn(eta5-SC7H3-1,3-R2)(CO)3] (R = Me, Ph), are prepared in high yield by ligand substitution reactions of [MnBr(CO)5] with [SnMe3(SC7H3-1,3-R2)]. Alternatively, thiation with P4S10/NaHCO3 converts [Mn{eta5-1,2-C5H3(COR)2)(CO)3] to [Mn(eta5-SC7H3-1,3-R2)(CO)3] (R = Ph, 4-tolyl, 4-MeOC6H4, benzo[2,3-b]thienyl). The molecular structures of complexes with R = Me, Ph show planar eta5-cyclopenta[c]thienyl ligands, with the manganese atom slightly displaced away from the ring-fusion bond.

  DOI：

  10.1021/ja054513n
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 以 苯 为溶剂， 生成 1-[5-(1-羟基亚乙基)环戊-1,3-二烯-1-基]乙酮
  参考文献：
  名称：

  Toma,S. et al., Collection of Czechoslovak Chemical Communications, 1978, vol. 43, p. 295 - 303

  摘要：

  DOI：

文献信息

• The thermal rearrangement of 1-substituted 1H-azepines to derivatives of 6-aminofulvene
  作者：R. F. Childs、R. Grigg、A. W. Johnson

  DOI：10.1039/j39670000201

  日期：——

  Rearrangement with the formation of dimethyl 3,α-dimethyl-6-methylminofulvene-2,4-dicarboxylate occurs readily when dimethyl 1,2,7-trimethyl-1H-azepine-3,6-dicarboxylate is heated under reflux in benzene, or when dimethyl 4-chloromethyl-1,4-dihydro-1,2,6-trimethylpyridine-3,5-dicarboxylate is heated in mesitylene in the presence of barium carbonate. Other examples of this rearrangement are described

  当1,2,7-三甲基-1 H-氮杂3,6-二羧酸二甲酯在苯中加热回流时，很容易发生3，α-二甲基-6-甲基氨基富勒烯-2,4-二羧酸二甲酯的重排。或当在碳酸钡存在下在均三甲苯中加热4-氯甲基-1，4-二氢-1，2-二氢-1,2,6-三甲基吡啶-3,5-二羧酸二甲酯时。描述了这种重排的其他实例，并且通过对其质谱碎裂模式的解释来支持这些叶脉的结构。2,4-二乙酰基-α-羟基-3，α-二甲基富勒烯是由3,5-二乙酰基-4-氯甲基-1,4-二氢-1,2,6-三甲基吡啶和还通过甲基-环戊二烯酸钠的逐步乙酰化制备。
• Hafner,K. et al., Justus Liebigs Annalen der Chemie, 1964, vol. 678, p. 39 - 53
  作者：Hafner,K. et al.

  DOI：——

  日期：——
• Acylderivate cyclischer Verbindungen, 7. Mitt.: o-Diacetyl-cyclopentadien
  作者：R. Riemschneider、M. Kr�ger

  DOI：10.1007/bf00903024

  日期：——
• Synthesis, Characterization, and Structure of Cyclopenta[<i>c</i>]thiophenes and Their Manganese Complexes
  作者：Chad A. Snyder、John P. Selegue、Nathan C. Tice、Chad E. Wallace、Mark T. Blankenbuehler、Sean Parkin、Keith D. E. Allen、Ryan T. Beck

  DOI：10.1021/ja054513n

  日期：2005.11.1

  1,3-Diaryl-4H-cyclopenta[c]thiophenes are efficiently prepared from 1,2-diaroylcyclopentadienes by use of Lawesson's reagent. eta5-Cyclopenta[c]thienyl complexes, [Mn(eta5-SC7H3-1,3-R2)(CO)3] (R = Me, Ph), are prepared in high yield by ligand substitution reactions of [MnBr(CO)5] with [SnMe3(SC7H3-1,3-R2)]. Alternatively, thiation with P4S10/NaHCO3 converts [Mneta5-1,2-C5H3(COR)2)(CO)3] to [Mn(eta5-SC7H3-1,3-R2)(CO)3] (R = Ph, 4-tolyl, 4-MeOC6H4, benzo[2,3-b]thienyl). The molecular structures of complexes with R = Me, Ph show planar eta5-cyclopenta[c]thienyl ligands, with the manganese atom slightly displaced away from the ring-fusion bond.
• Toma,S. et al., Collection of Czechoslovak Chemical Communications, 1978, vol. 43, p. 295 - 303
  作者：Toma,S. et al.

  DOI：——

  日期：——