亚乙基环丁烷 | 1528-21-8

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 中文名称: 亚乙基环丁烷
• 英文名称: ethylidenecyclobutane
• 英文别名: Ethylidencyclobutan；ethylenecyclobutane；ethylidene-cyclobutane；Aethyliden-cyclobutan；1-Aethyliden-cyclobuten；Aethylidencyclobutan
• CAS: 1528-21-8
• 化学式: C₆H₁₀
• 分子量: 82.1454
• InChiKey: FYHISAJRLZLAQP-UHFFFAOYSA-N

物化性质

• 沸点：
  80.26 °C
• 密度：
  0.7678 g/cm3(Temp: 204 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  亚乙基环丁烷 在 aluminum oxide 、 rhenium(VII) oxide 作用下， 生成 环丁亚基环丁烷
  参考文献：
  名称：

  Finkel'shtein,E.Sh. et al., Doklady Chemistry, 1977, vol. 232, p. 98 - 101

  摘要：

  DOI：
• 作为产物：
  描述：

  三羟甲基丙烷 生成 亚乙基环丁烷
  参考文献：
  名称：

  Finkel'shtein,E.Sh. et al., Doklady Chemistry, 1977, vol. 232, p. 98 - 101

  摘要：

  DOI：

文献信息

• Alcohol Synthesis by Cobalt-Catalyzed Visible-Light-Driven Reductive Hydroformylation
  作者：Connor S. MacNeil、Lauren N. Mendelsohn、Tyler P. Pabst、Gabriele Hierlmeier、Paul J. Chirik

  DOI：10.1021/jacs.2c07745

  日期：2022.10.26

  A cobalt-catalyzed reductive hydroformylation of terminal and 1,1-disubstituted alkenes is described. One-carbon homologated alcohols were synthesized directly from CO and H2, affording anti-Markovnikov products (34–87% yield) with exclusive regiocontrol (linear/branch >99:1) for minimally functionalized alkenes. Irradiation of the air-stable cobalt hydride, (dcype)Co(CO)2H (dcype = dicyclohexylphosphinoethane)

  描述了钴催化的末端和 1,1-二取代烯烃的还原加氢甲酰化。一碳同系醇直接从 CO 和 H 2合成，提供抗马尔可夫尼科夫产品（34-87% 产率），对最小功能化烯烃具有独特的区域控制（线性/支链 >99:1）。用蓝光照射空气稳定的氢化钴 (dcype)Co(CO) 2 H（dcype = 二环己基膦基乙烷）产生了介导烯烃加氢甲酰化和随后的醛氢化的活性催化剂。通过使用合成气混合物的多核 NMR 光谱对串联催化反应进行原位监测，研究了绝对区域控制的机理起源。
• Derfer; Greenlee; Boord, Journal of the American Chemical Society, 1949, vol. 71, p. 180
  作者：Derfer、Greenlee、Boord

  DOI：——

  日期：——
• Vogel; Mueller, Justus Liebigs Annalen der Chemie, 1958, vol. 615, p. 29,33
  作者：Vogel、Mueller

  DOI：——

  日期：——
• Reactions of Ruthenium Carbenes of the Type (PPh3)2(X)2Ru:CH-CH:CPh2 (X = Cl and CF3COO) with Strained Acyclic Olefins and Functionalized Olefins
  作者：Zhe Wu、SonBinh T. Nguyen、Robert H. Grubbs、Joseph W. Ziller

  DOI：10.1021/ja00125a010

  日期：1995.5

  Ruthenium carbene complexes of the type (PPh(3))(2)(X)(2)Ru=CH-CH=CPh(2) (1, X = Cl; 2, X = CF3COO) can react with strained acyclic olefins and functionalized olefins. Complex 1 reacts with methylenecyclopropane and methylenecyclobutane and their derivatives to generate new active ring-opening metathesis polymerization (ROMP) catalysts. The product from the reaction between 1 and ethyl vinyl ether decomposes through a bimolecular coupling pathway, Complex 2 reacts with functionalized terminal olefins, such as alkyl vinyl ether, enamine, and alkyl vinyl sulfide to give hetero-substituted carbene complexes. However, in the case of alkyl vinyl ether, the resulting alkoxymethylenecarbene complex decomposes to ruthenium carbonyl species at room temperature. Complex 2 can also isomerize allylic vinyl ether or alcohol. Aromatic amines can react with 2 by first coordinating trans to the carbene ligand; a fact which indicates that the potential coordination site for olefin metathesis may be trans to the carbene moiety. The reactivity pattern of 2 with functionalized vinyl olefins suggests that this reaction is best understood under the context of a Lewis acid/Lewis base interaction.
• Siegel, Herbert; Eisenhuth, Ludwig; Hopf, Henning, Chemische Berichte, 1985, vol. 118, p. 597 - 612
  作者：Siegel, Herbert、Eisenhuth, Ludwig、Hopf, Henning

  DOI：——

  日期：——

表征谱图