9,10-Dihydro-9,10-ethano-11,12-trans-dicarbonsaeure dimethylester | 33741-21-8

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基四氢萘木脂素
• 英文名称: 9,10-Dihydro-9,10-ethano-11,12-trans-dicarbonsaeure dimethylester
• 英文别名: dimethyl trans-9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboxylate；dimethyl (15R,16S)-tetracyclo[6.6.2.02,7.09,14]hexadeca-2,4,6,9,11,13-hexaene-15,16-dicarboxylate
• CAS: 33741-21-8
• 化学式: C₂₀H₁₈O₄
• 分子量: 322.361
• InChiKey: LPMQCBIQYLTZFQ-OWCVQMPJSA-N

物化性质

• 熔点：
  150 °C
• 沸点：
  449.2±45.0 °C(Predicted)
• 密度：
  1.250±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  9,10-Dihydro-9,10-ethano-11,12-trans-dicarbonsaeure dimethylester 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 1.0h， 以72%的产率得到trans-11,12-Bis(dihydroxymethyl)-9,10-dihydro-9,10-ethanoanthracen
  参考文献：
  名称：

  Brunner, H.; Zettlmeier, W., Bulletin des Societes Chimiques Belges, 1991, vol. 100, # 3, p. 247 - 257

  摘要：

  DOI：
• 作为产物：
  描述：

  甲醇 、 cis-9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboxylic acid anhydride 在 硫酸 作用下， 生成 9,10-Dihydro-9,10-ethano-11,12-trans-dicarbonsaeure dimethylester
  参考文献：
  名称：

  Application of electron spin resonance spectroscopy to problems of structure and conformation. XXIV. Aliphatic semidiones. XIX. Polycyclic derivatives of cyclobutanesemidione

  摘要：

  DOI：

  10.1021/ja00760a044

文献信息

• Through‐Space, Lone‐Pair Promoted Aromatic Substitution: A Relay Mechanism Can Beat Out Direct Activation
  作者：Muhammad Kazim、Zhitao Feng、Srini Vemulapalli、Maxime A. Siegler、Anant Chopra、Phuong Minh Nguyen、Maxwell Gargiulo Holl、Liangyu Guan、Travis Dudding、Dean J. Tantillo、Thomas Lectka

  DOI：10.1002/chem.202301550

  日期：2023.9.15

  Through stabilized “relay” tranisition states: Various Lewis basic functional groups can spatially activate aromatic substitutions. Mechanistically, these reactions proceed through an exothermic relay pathway, as opposed to the previously assumed endothermic direct activation. In this article, both experimental and theoretical models are employed to investigate this newly discovered mode of arene activation

  通过稳定的“中继”过渡态：各种路易斯碱性官能团可以在空间上激活芳香族取代。从机制上讲，这些反应通过放热中继途径进行，而不是之前假设的吸热直接激活。在本文中，采用实验和理论模型来详细研究这种新发现的芳烃活化模式。
• Host Compound DED: Guest Accommodation Type, Noncovalent Host···Guest Interactions, Crystal Densities, and Thermal Stabilities Ensure High Host Selectivities for 4-Methylanisole in Anisole and Methylanisole Mixtures
  作者：Benita Barton、Ulrich Senekal、Eric C. Hosten

  DOI：10.1021/acs.cgd.2c01207

  日期：2023.1.4

  Additionally, the crystal density of 2(DED)·4-MA (1.335 g·cm–1) was greater than those of 2(DED)·3(ANI) (1.277 g·cm–1), 2(DED)·2-MA (1.257 g·cm–1), and 2(DED)·3-MA (1.283 g·cm–1), alluding to a tighter packing in the complex with the preferred guest species owing to the shorter contacts in this crystal. The higher density was also explained by a significantly shorter intermolecular (host)π···π(host) interaction

  trans -9,10-Dihydro-9,10-ethanoanthracene-11,12-dicarboxylic acid ( DED ), 二甲基trans -9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboxylate ( H1 ), and trans -α,α,α',α'-tetraphenyl-9,10-dihydro-9,10-ethanoanthracene-11,12-dimethanol ( H2 ) 与苯甲醚 (ANI) 和 2-, 3-, 4- 形成络合物单溶剂重结晶实验中的甲基苯甲醚（2-、3- 和 4-MA）。当从等摩尔二元、三元和四元混合物 (82.2–99.3%) 和存在该客体的非等摩尔二元溶液中重结晶时，观察到DED对 4-MA 具有压倒性的选择性。因此证明了DED可以作为一种有效的宿主化合物，用于分离
• Diastereoselective cis to trans desymmetrization of dimethyl succinates
  作者：Ivan Michieletto、Fabrizio Fabris、Ottorino De Lucchi

  DOI：10.1016/s0957-4166(99)00252-9

  日期：1999.7

  Meso-succinates, readily available by Diels-Alder cycloaddition of dimethyl maleate or maleic anhydride followed by esterification, can be isomerized quantitatively from the cis to the trans isomers in the presence of lithium alkoxides. The reaction performed with enantiopure chiral lithium alkoxides yields diastereomeric trans-succinates in good yield and selectivity. (C) 1999 Elsevier Science Ltd. All rights reserved.
• OLAH G. A.; MEIDAR D.; FUNG A. P., SYNTHESIS, 1979, NO 4, 270-271
  作者：OLAH G. A.、 MEIDAR D.、 FUNG A. P.

  DOI：——

  日期：——
• KAUPP G., J. LIEBIGS ANN. CHEM. <JLAC-BF>, 1977, NO 2, 254-275
  作者：KAUPP G.

  DOI：——

  日期：——