dimethyl benzonaphtho<2,3-h>-11-oxobicyclo<4.4.1>undeca-3,8-diene-1,6-dicarboxylate | 108395-67-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: dimethyl benzonaphtho<2,3-h>-11-oxobicyclo<4.4.1>undeca-3,8-diene-1,6-dicarboxylate
• 英文别名: dimethyl benzo[c]naphtho[2,3-h]-11-oxobicyclo[4.4.1]undeca-3,8-diene-1,6-dicarboxylate；Dimethyl 23-oxopentacyclo[12.8.1.03,12.05,10.016,21]tricosa-3,5,7,9,11,16,18,20-octaene-1,14-dicarboxylate
• CAS: 108395-67-1
• 化学式: C₂₇H₂₄O₅
• 分子量: 428.485
• InChiKey: KCSOHBGOHJWUGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  32
• 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：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dimethyl benzonaphtho<2,3-h>-11-oxobicyclo<4.4.1>undeca-3,8-diene-1,6-dicarboxylate 在 氢氧化钾 作用下， 以 乙醇 、 水 为溶剂， 反应 2.5h， 生成 benzonaphtho<2,3-h>-11-oxobicyclo<4.4.1>undeca-3,8-diene-1,6-dicarboxylic acid
  参考文献：
  名称：

  [3.3]Orthocyclophanes with facing benzene and naphthalene rings

  摘要：

  DOI：

  10.1021/jo00389a004
• 作为产物：
  描述：

  2,3-di(bromomethyl)naphthalene 在 sodium hydroxide 、 四丁基溴化铵 、 四丁基氯化铵 、 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 反应 40.0h， 生成 dimethyl benzonaphtho<2,3-h>-11-oxobicyclo<4.4.1>undeca-3,8-diene-1,6-dicarboxylate
  参考文献：
  名称：

  [3.3]Orthocyclophanes with facing benzene and naphthalene rings

  摘要：

  DOI：

  10.1021/jo00389a004

文献信息

• Effect of 1,4-naphthoquinone annelation on the conformational behavnniour of carbonyl- and methano-bridged cyclodecadiene derivatives
  作者：Shuntaro Mataka、Seung Taeg Lee、Yuriko Tamura、Akihiko Tsuge、Masashi Tashiro

  DOI：10.1039/p19910001107

  日期：——

  The Na2Cr2O7 oxidation of hexahydro-7,16-methanodinaphtho[2,3-a:2',3'-f] cyclodecene derivative 2, produced two bis-(1,4-naphthoquinone)s, 7 and 9, and monoquinone compound 8. Benzonaphtho derivative 3 gave two 1,4-naphthoquinone derivatives, 10 and 11, on oxidation.Flexible compounds 7-11 showed temperature-dependent H-1 NMR spectra due to equilibria among chair-boat, twin-chair, and boat-chair conformers, which were H-1 NMR spectroscopically characterized. A twin-chair conformer was detected in products 8, 9 and 10, but not in compounds 7 and 11. A broad absorption band due to an intramolecular C-T interaction in the twin-chair conformer was observed at lambda approximately 400 nm in the electronic spectra of the monoquinones, 8 and 10, but not in the bis(quinone) 9. Population of the twin-chair conformer increased with removal of the ester group on the bridgehead position. Reduction of the carbonyl group on the bridge also favoured the twin-chair conformation, indicating a repulsive interaction between the ester and the carbonyl group of the 1,4-naphthoquinone moiety. Upon irradiation with sunlight, compound 7 gave the [2 + 2]-photoadduct 15.
• MATAKA SHUNTARO; TAKAHASHI KAZUFUMI; MIMURA TAKAO; HIROTA TOSHIZUMI; TAKU+, J. ORG. CHEM., 52,(1987) N 13, 2653-2656
  作者：MATAKA SHUNTARO、 TAKAHASHI KAZUFUMI、 MIMURA TAKAO、 HIROTA TOSHIZUMI、 TAKU+

  DOI：——

  日期：——