2,3a,5,7-tetra-tert-butyl-3a,4,7,7a-tetrahydro-4,7-methanoindene-1,8-dione | 24417-22-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2,3a,5,7-tetra-tert-butyl-3a,4,7,7a-tetrahydro-4,7-methanoindene-1,8-dione
• 英文别名: 1,4,6,8-tetra-tert-butyltricyclo[5.2.1.0^2,6]deca-4,8-diene-3,10-dione；2,3a,5,7-Tetra-t-butyl-3a,4,7,7a-tetrahydro-4,7-methanoindene-1,8-dione；1,4,6,8-tetratert-butyltricyclo[5.2.1.02,6]deca-4,8-diene-3,10-dione
• CAS: 24417-22-9
• 化学式: C₂₆H₄₀O₂
• 分子量: 384.602
• InChiKey: MLVBADAHDMVWMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,4-di-tert-butyl-2,4-cyclopentadien-1-one 以 苯 为溶剂， 生成 2,3a,5,7-tetra-tert-butyl-3a,4,7,7a-tetrahydro-4,7-methanoindene-1,8-dione
  参考文献：
  名称：

  Photooxygenolysis of 3,6-di-tert-butyl-o-benzoquinone

  摘要：

  The photolysis of 3,6- and 3,5-di-tert-butyl-o-benzoquinones in benzene (lambda > 380 nm, inert atmosphere) involves decarbonylation of the compounds to furnish respectively 2,5- and 2,4-di-tert-butylcyclopentadienones. The 2,5-isomer is stable, and the 2,4-di-tert-butylcyclopentadienone suffers a conversion into a Diels-Alder adduct. The participation of oxygen inhibited the decarbonylation and changed the direction of the photolysis: Here the products of the 3,5-di-tert-butyl-o-benzoquinones conversion were a di-tert-butylmuconic anhydride and dipivalylethylene. It was concluded that a singlet oxygen was involved in the process which formed by a triplet-triplet annihilation at the interaction of O-3(2) with a triplet-excited initial quinone.

  DOI：

  10.1134/s1070428002120114

文献信息

• The Formation of Acetylcatechol in the Photochemical Reaction of<i>o</i>-Benzoquinones with Acetaldehyde
  作者：Akio Takuwa、Hidetoshi Iwamoto、Osamu Soga、Kazuhiro Maruyama

  DOI：10.1246/bcsj.55.3657

  日期：1982.11

  alkyl-substituted o-benzoquinones in the presence of acetaldehyde gave the corresponding acetylcatechol and catechol monoacetates via the attack of the acetyl radical on the ground-state quinone molecule. In the reaction of 3,5-di-t-butyl- and 3-t-butyl-5-methyl-o-benzoquinones, the dimer of alkyl-substituted cyclopentadienone, generated by the photodecarbonylation of the quinones, was also obtained.

  在乙醛存在下对几种烷基取代的邻苯醌进行辐照，通过乙酰基对基态醌分子的攻击产生相应的乙酰儿茶酚和儿茶酚单乙酸酯。在 3,5-二叔丁基-和 3-叔丁基-5-甲基-邻苯醌的反应中，还获得了由醌光脱羰生成的烷基取代环戊二烯酮的二聚体。
• Cyclodienones. Part 6. Preparation of 4-azido-2,4,6-tri-t-butyl-cyclohexa-2,5-dienone and its thermal, photo-, and acid-catalyzed decomposition
  作者：Gouki Fukata、Naoya Sakamoto、Masashi Tashiro

  DOI：10.1039/p19820002841

  日期：——

  When the thermolysis was carried out with very low reagent concentrations, 5-cyano-2,4-di-t-butylcyclopenta-2,4-dienone (23), in addition to the phenol (17), was obtained. The compound (23) was also obtained by thermolysis of (3) in boiling acetic anhydride and in boiling toluene containing acetic anhydride. The reaction pathway for the formation of compounds (17), (22), and (23) on thermolysis of the

  由4-溴-2,4,6-三叔丁基环己-2,5-二烯酮（1）制备4-叠氮基-2,4,6-三叔丁基环己-2,5-二烯酮（3） ）和叠氮化钠的描述。用浓硫酸处理（3）得到2,6-二叔丁基对苯醌（7），产率为75％，而在–10°C的氯仿溶液中反应，则得到三叔丁基ze嗪酮（ 5）和3，5-二叔丁基-邻苯醌（8）。将（3）在苯中光解，得到2,4-二叔丁基环戊-2,4-二烯酮（11），将其分离为二聚体（12）。（3）在沸腾的甲苯中热解得到6-氨基-2,4-二叔丁基苯酚（17），2,4,6,8-四叔丁基-1 H-苯恶嗪-1-酮（21 ）和2-氰基9,9a-二氢-3,5,7,9a-四叔丁基环戊[[ b ] [1,4]苯并嗪-1（3a H）（一）（22）的产率分别为15,15和48％。当以非常低的试剂浓度进行热解时，除了苯酚（17）之外，还获得了5-氰基-2,4-二叔丁基环戊-2,4-二烯酮（23）。化合物（2
• Photodecomposition of substituted o-benzoquinones in solutions of saturated hydrocarbons: II. Transformation products
  作者：S. V. Klement’eva、O. G. Mishchenko、Yu. A. Kurskii、V. I. Faerman、S. V. Maslennikov、I. V. Spirina、G. K. Fukin、N. O. Druzhkov

  DOI：10.1134/s1070363207060187

  日期：2007.6

  The products of photolytic decomposition of a series of o-benzoquinones in paraffin solutions under the action of the radiation with lambda 405 nm were identified. The influence of the quinone structure on the reaction pathway and the composition of the final products was elucidated.
• TAKUWA, AKIO;IWAMOTO, HIDETOSHI;SOGA, OSAMU;MARUYAMA, KAZUHIRO, BULL. CHEM. SOC. JAP., 1982, 55, N 11, 3657-3658
  作者：TAKUWA, AKIO、IWAMOTO, HIDETOSHI、SOGA, OSAMU、MARUYAMA, KAZUHIRO

  DOI：——

  日期：——
• FUKATA, GOUKI;SAKAMOTO, NAOYA;TASHIRO, MASASHI, J. CHEM. SOC. PERKIN TRANS., 1982, N 12, 2841-2848
  作者：FUKATA, GOUKI、SAKAMOTO, NAOYA、TASHIRO, MASASHI

  DOI：——

  日期：——