(3ar,7at)-2,3,3a,4,5,7a-hexahydro-1H-indene | 6731-22-2

• 分子结构分类: 有机化合物 - 碳氢化合物 - 多环烃
• 英文名称: (3ar,7at)-2,3,3a,4,5,7a-hexahydro-1H-indene
• 英文别名: (3aS,7aR)-2,3,3a,4,5,7a-hexahydro-1H-indene
• CAS: 6731-22-2；24813-69-2；24813-70-5；96308-38-2；118474-92-3
• 化学式: C₉H₁₄
• 分子量: 122.21
• InChiKey: ZQVRACDRCQNBGK-RKDXNWHRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 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：

  (3ar,7at)-2,3,3a,4,5,7a-hexahydro-1H-indene 生成 (+/-)-3-(trans-2-carboxy-cyclopentyl)-propionic acid
  参考文献：
  名称：

  1,2-环壬二烯的热转化

  摘要：

  DOI：

  10.1016/s0040-4039(01)91601-6
• 作为产物：
  描述：

  trans-4,5-bis(carboxymethyl)cyclohexene 在 铂 吡啶 、 barium dihydroxide 、 氢氧化钾 、 氢气 、 肼 、 二乙二醇 作用下， 反应 2.0h， 生成 (3ar,7at)-2,3,3a,4,5,7a-hexahydro-1H-indene
  参考文献：
  名称：

  Jallageas,J.-C. et al., Bulletin de la Societe Chimique de France, 1969, p. 4047 - 4057

  摘要：

  DOI：

文献信息

• Convenient syntheses of hydroindans and hydronaphthalenes
  作者：Ta-Shue Chou、Hsi-Hwa Tso、Lee-Jean Chang

  DOI：10.1039/c39850000236

  日期：——

  enes, prepared by direct deprotonation and alkylation of 3-sulpholenes, led to cheletropic extrusion of SO2 followed by intramolecular Diels–Alder reaction to yield the corresponding hydroindans and hydronaphthalenes.

  通过直接对3-亚砜进行去质子化和烷基化反应制备的几种新的2-（ω-烯基）-3-亚砜的热解导致SO 2的亲压挤出，然后通过分子内Diels-Alder反应生成相应的氢化茚和氢化萘。
• Thermal rearrangements of cyclic allenes retro-ene reactions
  作者：John D. Price、Richard P. Johnson

  DOI：10.1016/s0040-4039(00)98820-8

  日期：1985.1

  Flow vacuum thermolysis (500–650°) of 1,2-cyclonona- and 1,2-cyclodecadienes yields, as primary products, terminal enynes and enedienes. Secondary intramolecular Diels-Alder reactions of the enedienes afford cis and trans bicyclics.

  1，2-环壬二烯和1，2-环癸二烯的流式真空热解（500-650°）作为主要产物终端烯和烯二烯。烯二烯的二次分子内Diels-Alder反应产生顺式和反式双环。
• Experimental Determination of the Activation Parameters and Stereoselectivities of the Intramolecular Diels−Alder Reactions of 1,3,8-Nonatriene, 1,3,9-Decatriene, and 1,3,10-Undecatriene and Transition State Modeling with the Monte Carlo-Jumping Between Wells/Molecular Dynamics Method
  作者：Matthias K. Diedrich、Frank-Gerrit Klärner、Brett R. Beno、K. N. Houk、Hanoch Senderowitz、W. Clark Still

  DOI：10.1021/ja9643331

  日期：1997.10.1

  Experimental activation parameters for the intramolecular Diels-Alder reactions of 1,3,8-nonatriene, 1,3,9-decatriene, and 1,3,10-undecatriene have been measured, and the Monte Carlo-Jumping between Wells/Stochastic Dynamics [MC(JBW)/SD] method, which gives relative free energies of activation, was tested as a means to predict stereoselectivities. The predictions are compared to experimental results, and to predictions from quantum and molecular mechanics methods.
• The Effect of Pressure on Cyclizations. The Ring-Size Dependent Reaction Volumes of the Cyclization of 1-Alkenes to Cycloalkanes. Experimental Measurement of Activation and Reaction Volumes of the Intramolecular Diels−Alder Reaction of 1,3,8-Nonatriene and 1,3,9-Decatriene. Temperature Dependence of Activation and Reaction Volumes
  作者：Matthias K. Diedrich、Frank-Gerrit Klärner

  DOI：10.1021/ja973936p

  日期：1998.7.1

  The volumes of reaction determined for the hypothetical cyclization of l-alkenes to cycloalkanes decrease continuously from the formation of cyclopropane (Delta V-R = -5.5 cm(3) mol(-1)) up to the formation of cyclodecane (Delta V-R = -32.3 cm(3) mol(-1)) and seem to be constant for the larger rings. The analysis of the packing coefficients (eta = V-w/V) leads to the conclusion that this ring-size dependent decrease in volume results from the different packing of cyclic and acyclic compounds rather than from the changes in their intrinsic molecular volumes. The investigation of the intramolecular Diels-Alder reactions of (E)-1,3,8-nonatriene (E)-1 and (E)-1,3,9-decatriene (E)-2 leading to the bicyclo[4.3.0]nonenes cis- and trans-4 (Delta V double dagger/Delta V-R [cm(3) mol(-1)] -24.8/-32.0 and -24.8/-28.5, respectively) or bicyclo[4.4.0]decenes cis- and trans-6 (-37.6/-45.4 and -35.0/-37.4, respectively) confirms the ring-size dependence of the activation and reaction volumes. The dependence of the effect of pressure from the number of newly forming rings is illustrated with the thermolysis of (Z)-1,3,8-nonatriene (Z)-1 in which an intramolecular Diels-Alder reaction leading to bicyclo[4.3.0]nonene cis-4 competes with a sigmatropic [1,5] hydrogen shift leading to (E,Z)-1,5,7-nonatriene 7. The use of high pressure causes a reversal of selectivity.
• Intramolecular diels-alder reactions of dienamines with acrylates: trends in stereoselectivity upon substitution.
  作者：Tse-Chong Wu、K.N. Houk

  DOI：10.1016/s0040-4039(00)95078-0

  日期：1985.1