3,3,6,6,9-pentamethyl-1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-dione | 33365-85-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3,3,6,6,9-pentamethyl-1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-dione
• 英文别名: 3,3,6,6,10-pentamethyl-3,4,6,7,9,10-hexahydro-2H,5H-acridine-1,8-dione；3,3,6,6,10-Pentamethyl-3,4,6,7,9,10-hexahydro-1,8(2H,5H)-acridinedione；3,3,6,6,10-pentamethyl-4,5,7,9-tetrahydro-2H-acridine-1,8-dione
• CAS: 33365-85-4
• 化学式: C₁₈H₂₅NO₂
• 分子量: 287.402
• InChiKey: PWIGGFWVVBYUAA-UHFFFAOYSA-N

物化性质

• 熔点：
  247-249 °C(Solv: ethanol (64-17-5))
• 沸点：
  416.5±45.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,3,6,6,9-pentamethyl-1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-dione 在 镍 氢气 作用下， 以 乙醇 为溶剂， 100.0 ℃ 、10.0 MPa 条件下， 反应 24.0h， 以67%的产率得到
  参考文献：
  名称：

  十氢ac啶-1,8-二酮的立体定向催化合成全氢ac啶及其同系物

  摘要：

  DOI：

  10.1023/b:cohc.0000037313.98113.1e
• 作为产物：
  描述：

  2,2′-(4-methoxyphenylmethylene)bis(3-hydroxy-5,5′-dimethyl cyclohexane-1,3-dione) 在 氢气 作用下， 以 乙醇 、 二甲基亚砜 为溶剂， 50.0~100.0 ℃ 、7.0 MPa 条件下， 生成 3,3,6,6,9-pentamethyl-1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-dione
  参考文献：
  名称：

  1,3-二氧代环己烷化合物在各种介质中形成十氢ac啶-1,8-二酮的特殊性

  摘要：

  DOI：

  10.1007/bf02269536

文献信息

• Photooxidation of acridine(1,8)dione dyes: flash photolysis investigation of the mechanistic details
  作者：N. Srividya、P. Ramamurthy、V. T. Ramakrishnan

  DOI：10.1039/b005502f

  日期：——

  Photolysis of the acridinedione dyes leads to the formation of different products depending on the substitutents. The cationic radical and the solvated electron are the primary photoproducts. Flash photolysis studies show that the solvated electron subsequently reacts with the ground state molecule to give the anion radical. The enolic form of the cation radical is also observed as an intermediate

  吖啶二酮染料的光解导致形成不同的产物，这取决于取代基。阳离子自由基和溶剂化电子是主要的光产物。闪光光解研究表明，溶剂化电子随后与基态分子反应生成阴离子自由基。还观察到阳离子自由基的烯醇形式作为中间体。阳离子自由基的阴离子自由基和烯醇形式分别在约 480 和 550 nm 处吸收。随后，这些自由基分别产生酮基和以碳为中心的自由基。以碳为中心的自由基在 650 nm 处吸收。
• Kinetics and spectral characteristics of transient species formed on one-electron oxidation of acridine-1,8-dione in aqueous solution pulse radiolysis study
  作者：Hari Mohan、N. Srividya、P. Ramamurthy、J. P. Mittal

  DOI：10.1039/ft9969202353

  日期：——

  The ˙OH radicals in a neutral aqueous solution of acridine-1,8-dione (AD) have been shown to react with a bimolecular rate constant of 6.1 × 109 dm3 mol–1 s–1 and form two transient absorption bands with λmax= 320 and 650 nm. The 650 nm band is observed to decay by first-order kinetics with k= 2.2 × 103 s–1 and the 320 nm band showed mixed kinetics. Both H˙ and O˙– react with AD to form transient absorption bands with λmax= 330 and 680 nm, and are assigned to a radical species formed on H atom abstraction from a CH3 group. One-electron oxidants such as Br2˙–, N3˙– and I2˙– react with AD and form transient absorption bands with λmax= 310 and 650 nm. They are assigned to a radical species formed on deprotonation of solute radical cations at neutral pH. Based on these studies, ˙OH radicals at neutral pH are inferred to react with AD by H atom abstraction from two different sites: 38% from a CH3 group and 62% from a CH2 group which on protonation results in a solute radical cation. The 320 nm band formed on reaction of ˙OH radicals is resolved into two bands with λmax= 310 nm (radical species formed on deprotonation of solute radical cation) and 330 nm (radical formed on H atom abstraction from CH3 group). Cl2˙– is able to oxidize AD and form transient absorption bands with λmax= 305 and 560 nm which are assigned to the solute radical cation AD˙+ in acidic solutions. The pK value for the deprotonation of the solute radical cation is found to be 2.3. The I2˙–/2I– redox couple established an equilibrium with AD/AD˙+, and the oxidation potential for the AD/AD˙+ couple was determined to be 1.02 ± 0.03 V close to the half-wave potential, E1/2, value obtained electrochemically (1.17 V).

  状态。
• Bakibaev, A. A.; Filimonov, V. D., Journal of Organic Chemistry USSR (English Translation), 1991, vol. 27, # 4, p. 736 - 740
  作者：Bakibaev, A. A.、Filimonov, V. D.

  DOI：——

  日期：——
• N-alkylation of enaminones
  作者：John V. Greenhill、M.Ashraf Moten

  DOI：10.1016/s0040-4020(01)91592-3

  日期：1983.1
• ——
  作者：Yu. M. Shchekotikhin、Yu. A. Getmanenko、T. G. Nikolaeva、A. P. Kriven'ko

  DOI：10.1023/a:1013845426393

  日期：——