tricyclo[6.3.0.0^2,7]-undec-1(8)-ene | 82833-96-3

• 分子结构分类: 有机化合物 - 碳氢化合物 - 多环烃
• 英文名称: tricyclo[6.3.0.0^2,7]-undec-1(8)-ene
• 英文别名: 2,3,3b,4,5,6,7,7a-octahydro-1H-cyclopenta[3,4]cyclobuta[1,2-a]benzene；tricyclo[5.4.0.02,6]undec-2(6)-ene
• CAS: 82833-96-3
• 化学式: C₁₁H₁₆
• 分子量: 148.248
• InChiKey: KKJIGQOFKSWLGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.82
• 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：

  tricyclo[6.3.0.0^2,7]-undec-1(8)-ene 在 potassium hydrogencarbonate 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  The stereochemistry of the [2+2]-cycloadditions of cyclopentyne - evidence for an antisymmetrical singlet ground state

  摘要：

  DOI：

  10.1016/s0040-4039(00)94121-2
• 作为产物：
  描述：

  重氮甲基膦酸二乙酯 、 环己烯 在 potassium hydride 作用下， 生成 tricyclo[6.3.0.0^2,7]-undec-1(8)-ene
  参考文献：
  名称：

  The Nature of Cyclopentyne from Different Precursors

  摘要：

  The ratio of [2+2] and [2+4] cycloaddition products from reaction of spiro[4.2]hepta-1,3-diene with cyclopentyne depends on the source of the cyclopentyne. A mechanistic rationale for the phenomenon is presented. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00334-7

文献信息

• [2+2]-cycloadditions of cyclopentyne
  作者：Lutz Fitjer、Ursula Kliebisch、Detlef Wehle、Said Modaressi

  DOI：10.1016/s0040-4039(00)87184-1

  日期：1982.1

  Cyclopentyne, as generated from dibromomethylenecyclobutane, a formerly unknown cyclopentyne source, undergoes [2+2]-cycloadditions with various substituted olefins yielding bicyclo[3.2.0]hept-1(5)-ene derivatives.

  由二溴亚甲基环丁烷（一种以前未知的环戊炔来源）生成的环戊烯与各种取代的烯烃进行[2 + 2]-环加成，生成双环[3.2.0] hept-1（5）-烯衍生物。
• Competitive Intermolecular Pericyclic Reactions of Free and Complexed Cyclopentyne
  作者：John C. Gilbert、Duen-Ren Hou

  DOI：10.1021/jo0352880

  日期：2003.12.1

  Intermolecular competition for cyclopentyne by different alkenes supports the hypothesis that organolithium-promoted decomposition of precursors to cyclopentyne affords one or more lithium-ion-complexed species. Competition reactions with mixtures of 2,3-dihydropyran do not clearly differentiate between complexed and unencumbered (free) forms of cyclopentyne, but those involving spirodiene 2 and cyclohexene do. Remarkably, the cycloaddition reactions of free cyclopentyne are not diffusion-controlled despite its high reactivity.
• FITJER, L.;KLIEBISCH, U.;WEHLE, D.;MODARESSI, S., TETRAHEDRON LETT., 1982, 23, N 16, 1661-1664
  作者：FITJER, L.、KLIEBISCH, U.、WEHLE, D.、MODARESSI, S.

  DOI：——

  日期：——
• The Nature of Cyclopentyne from Different Precursors
  作者：John C. Gilbert、Everett G. McKinley、Duen-Ren Hou

  DOI：10.1016/s0040-4020(97)00334-7

  日期：1997.7

  The ratio of [2+2] and [2+4] cycloaddition products from reaction of spiro[4.2]hepta-1,3-diene with cyclopentyne depends on the source of the cyclopentyne. A mechanistic rationale for the phenomenon is presented. (C) 1997 Elsevier Science Ltd.
• The stereochemistry of the [2+2]-cycloadditions of cyclopentyne - evidence for an antisymmetrical singlet ground state
  作者：Lutz Fitjer、Said Modaressi

  DOI：10.1016/s0040-4039(00)94121-2

  日期：1983.1