11,12-Dibenzoyl-9,10-dihydro-9,10-dimethyl-9,10-ethenoanthracene | 34086-32-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 11,12-Dibenzoyl-9,10-dihydro-9,10-dimethyl-9,10-ethenoanthracene
• 英文别名: 9,10-Ethenoanthracene, 9,10-dihydro-9,10-dimethyl-11,12-dibenzoyl-；(16-benzoyl-1,8-dimethyl-15-tetracyclo[6.6.2.02,7.09,14]hexadeca-2,4,6,9,11,13,15-heptaenyl)-phenylmethanone
• CAS: 34086-32-3
• 化学式: C₃₂H₂₄O₂
• 分子量: 440.541
• InChiKey: DUZYWPKDEKWCML-UHFFFAOYSA-N

物化性质

• 熔点：
  261-262 °C
• 沸点：
  580.5±50.0 °C(Predicted)
• 密度：
  1.239±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  11,12-Dibenzoyl-9,10-dihydro-9,10-dimethyl-9,10-ethenoanthracene 生成 5,12-Dimethyl-6-phenyl-5,12-o-benzeno-5,12-dihydronaphthacen
  参考文献：
  名称：

  Nuclear magnetic resonance spectra of some substituted benzotriptycenes: the effect of steric compression

  摘要：

  DOI：

  10.1021/jo01284a033
• 作为产物：
  描述：

  9,10-二甲基蒽 、 二苯甲酰基乙炔 以 苯 为溶剂， 生成 11,12-Dibenzoyl-9,10-dihydro-9,10-dimethyl-9,10-ethenoanthracene
  参考文献：
  名称：

  三萜类杂环类似物的制备

  摘要：

  多种蒽与二苯甲酰乙烯和二乙酰乙烯反应生成取代的双环辛二烯作为 Diels-Alder 加合物。用五硫化二磷处理这些得到苯并萘并[c]噻吩的衍生物，它们是三苯乙烯的噻吩类似物。蒽与二苯甲酰乙炔的反应得到取代的双环辛三烯，用五硫化二磷处理得到苯并萘并[c]噻吩和苯并萘并[c]-呋喃的不可分离的混合物。噻吩的逆狄尔斯-阿尔德反应的尝试未成功。

  DOI：

  10.1139/v71-529

文献信息

• The Preparation of Some Heterocyclic Analogues of Triptycene
  作者：D. M. McKinnon、J. Y. Wong

  DOI：10.1139/v71-529

  日期：1971.10.1

  diacetylethylene to give substituted bicyclooctadienes as Diels–Alder adducts. Treatment of these with phosphorus pentasulfide gives derivatives of benzenonaphtho[c]thiophenes, which are thiophene analogues of triptycene. Reaction of the anthracenes with dibenzoylacetylene gave substituted bicyclooctatrienes, which on treatment with phosphorus pentasulfide gave inseparable mixtures of the benzenonaphtho[c]thiophenes

  多种蒽与二苯甲酰乙烯和二乙酰乙烯反应生成取代的双环辛二烯作为 Diels-Alder 加合物。用五硫化二磷处理这些得到苯并萘并[c]噻吩的衍生物，它们是三苯乙烯的噻吩类似物。蒽与二苯甲酰乙炔的反应得到取代的双环辛三烯，用五硫化二磷处理得到苯并萘并[c]噻吩和苯并萘并[c]-呋喃的不可分离的混合物。噻吩的逆狄尔斯-阿尔德反应的尝试未成功。
• Novel phototransformations of bridgehead-dimethyl-substituted dibenzobarrelene. Structure of the photoproducts
  作者：C. V. Asokan、S. A. Kumar、S. Das、N. P. Rath、M. V. George

  DOI：10.1021/jo00020a034

  日期：1991.9

  Single-crystal X-ray diffraction studies have revealed that the phototransformation products of 11,12-dibenzoyl-9,10-dihydro-9,10-dimethyl-9,10-ethenoanthracene (1) are correctly represented as 1,5-dibenzoyl-4,8-dimethyl-2,3:6,7-dibenzocyclooctatetraene (9), the dibenzopentalene derivative 13, and the hexacyclic peroxycarbinol 17 and not the earlier reported structures 1,4-dibenzoyl-5,8-dimethyl-2,3:6,7-dibenzocyclooctatetraene (3), the benzonaphthalene derivative 6, and the carbinol 5, respectively. Both singlet-state-mediated ''tri-pi-methane'' rearrangement and the triplet-state-mediated ''di-pi-methane'' rearrangement of 1 could give rise to a 1,4-diradical intermediate 8, which could then lead to the cyclooctatetraene 9 by a Grob-type fragmentation or undergo a 1,2-rearrangement to the dibenzopentalene 13. The hexacyclic peroxycarbinol 17 could arise through the oxygen quenching of the diradical intermediate 14, derived from 12, followed by extensive rearrangements.
• ASHOK, KONDA;KAMAT, PRASHANT V.;GEORGE, MANAPURATHU V., RES. CHEM. INTERMEDIATES, 13,(1990) N, C. 203-220
  作者：ASHOK, KONDA、KAMAT, PRASHANT V.、GEORGE, MANAPURATHU V.

  DOI：——

  日期：——
• Nuclear magnetic resonance spectra of some substituted benzotriptycenes: the effect of steric compression
  作者：Thomas H. Regan、Jerry Blair Miller

  DOI：10.1021/jo01284a033

  日期：1967.9
• Photochemical transformations and laser flash photolysis studies of dibenzobarrelenes containing 1,2-dibenzoylalkene moieties
  作者：Challa V. Kumar、Bulusu A. R. C. Murty、Saswati Lahiri、Elizabeth Chackachery、Juan C. Scaiano、Manapurathu V. George

  DOI：10.1021/jo00199a035

  日期：1984.12