dimethyl 1,2,4,5-tetrahydro-3-oxonaphtho<2,3-d>cycloheptene-2,4-dicarboxylate | 122761-72-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: dimethyl 1,2,4,5-tetrahydro-3-oxonaphtho<2,3-d>cycloheptene-2,4-dicarboxylate
• 英文别名: naphthocycloheptenonedicarboxylate；Dimethyl 8-oxo-6,7,9,10-tetrahydrocyclohepta[b]naphthalene-7,9-dicarboxylate
• CAS: 122761-72-2
• 化学式: C₁₉H₁₈O₅
• 分子量: 326.349
• InChiKey: QLLQTJFFUOGCMH-UHFFFAOYSA-N

物化性质

• 沸点：
  487.3±45.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 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 1,2,4,5-tetrahydro-3-oxonaphtho<2,3-d>cycloheptene-2,4-dicarboxylate 在 氢氧化钾 、 sodium hydroxide 、 四丁基氯化铵 、 对甲苯磺酸 作用下， 以 乙醇 、 水 、 苯 为溶剂， 反应 7.5h， 生成 benzonaphtho<2,3-h>bicyclo<4.4.1>undeca-3,8-dien-11-one ethylene acetal
  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：

  1,3-丙酮二羧酸二甲酯 、 2,3-di(bromomethyl)naphthalene 在 四丁基溴化铵 、 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 反应 40.0h， 以49%的产率得到dimethyl 1,2,4,5-tetrahydro-3-oxonaphtho<2,3-d>cycloheptene-2,4-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

• Triple-layered orthonaphtho[3.3]orthobenzeno[3.3]orthonaphthophane
  作者：Shuntaro Mataka、Yoshiharu Mitoma、Tsuyoshi Sawada、Masashi Tashiro

  DOI：10.1016/0040-4039(95)02103-5

  日期：1996.1

  Triple-layered [3.3][3.3]orthocyclophane of the anti-type was prepared for the first time, and its structure, in which two naphthalene rings sandwitch one benzene ring, was established by X-ray crystallographic analysis.

  首次制备了反型三层[3.3] [3.3]原环烷，并通过X射线晶体学分析确定了其结构，其中两个萘环与一个苯环环抱。
• NMR spectroscopic evidence for a twin-chair conformer in quinoxaline-annelated bicyclo[4.4.1]undecanones
  作者：Shuntaro Mataka、Takao Mimura、Seung Taeg Lee、Hiroshi Kobayashi、Kazufumi Takahashi、Masashi Tashiro

  DOI：10.1021/jo00283a013

  日期：1989.10
• Bisacetals of aromatic ring-annelated . [3.3][3.3]Orthocyclophanes with triple-layered benzo/benzo/benzo- and naphtho/benzo/naphtho-system
  作者：Shuntaro Mataka、Yoshiharu Mitoma、Thies Thiemann、Tsuyoshi Sawada、Masahiko Taniguchi、Masaru Kobuchi、Masashi Tashiro

  DOI：10.1016/s0040-4020(97)00042-2

  日期：1997.3

  Tetraesters anti-9a,b and syn-9a,b, which have three aromatic rings, were prepared by the reaction of benzocycloheptenediester 7 with 1,2,4,5-tetrakis(bromomethyl)benzene. Subsequent hydrolysis and pyrolysis gave diketones anti-11a,b and syn-11a,b, which were acetalized to yield bisacetals anti-5a,b and syn-5a,b. X-Ray crystallographic analyses indicate a symmetric (twin-chair)/(twin-chair)-conformation of anti-5a,b, in which two naphtho or benzo rings sandwich one benzene ring. Anti-5a and anti-5b(9b)) are rigid structures. The protons of their central aromatic rings show an up-field shift, due to an anisotropic effect of the facing outer aromatic units. In contrast, syn-5a,b are flexible structures. The UV-spectra of anti-5a,b show a long wavelength shift, as compared to syn-5a,b, suggesting a through-space interaction among the aromatic rings. (C) 1997 Elsevier Science Ltd.
• 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：——