dimethyl anthraquinone-2,3-dicarboxylate | 93657-10-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: dimethyl anthraquinone-2,3-dicarboxylate
• 英文别名: 9,10-dioxo-9,10-dihydro-anthracene-2,3-dicarboxylic acid dimethyl ester；9,10-Dioxo-9,10-dihydro-anthracen-2,3-dicarbonsaeure-dimethylester；Dimethyl 9,10-dioxoanthracene-2,3-dicarboxylate
• CAS: 93657-10-4
• 化学式: C₁₈H₁₂O₆
• 分子量: 324.29
• InChiKey: CAETZBDNCHXMNP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  86.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  dimethyl anthraquinone-2,3-dicarboxylate 在 ammonium hydroxide 、 水 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以16%的产率得到anthraquinone-2,3-dicarboxylic imide
  参考文献：
  名称：

  Synthesis, Electrochemistry, and Hydrolysis of Anthraquinone Derivatives

  摘要：

  Anthraquinone (AQ) derivatives, including members of the anthraquinone imide (AQI) family, have been synthesized to afford good candidates for electron-transfer studies in DNA. Electron-withdrawing groups on the AQ ring give a less negative reduction potential, as desired. As expected, the AQI derivatives have less negative reduction potentials than AQ derivatives. The AQI ring system has a half-life for hydrolysis of about 75min in a 3:7 MeCN and 0.005M K2CO3 in MeOH.

  DOI：

  10.1080/00397910902898585
• 作为产物：
  描述：

  9,10-Dioxo-1,4,4a,9,9a,10-hexahydro-anthracene-2,3-dicarboxylic acid dimethyl ester 在 对甲苯磺酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以75%的产率得到dimethyl anthraquinone-2,3-dicarboxylate
  参考文献：
  名称：

  2,3-Dicarbomethoxy-1,3-butadiene and its reactions

  摘要：

  DOI：

  10.1016/s0040-4039(00)96942-9

文献信息

• Mehta, Goverdhan; Viswanath, M. Balaji; Jemmis, Eluvathingal D., Journal of the Chemical Society. Perkin transactions II, 1994, # 3, p. 433 - 436
  作者：Mehta, Goverdhan、Viswanath, M. Balaji、Jemmis, Eluvathingal D.、Sastry, G. Narahari

  DOI：——

  日期：——
• TARNCHOMPOO, BONGKOCH;THEBTARANONTH, CHACHANAT;THEBTARANONTH, YODHATHAI, TETRAHEDRON LETT., 28,(1988) N 52, 6671-6674
  作者：TARNCHOMPOO, BONGKOCH、THEBTARANONTH, CHACHANAT、THEBTARANONTH, YODHATHAI

  DOI：——

  日期：——
• 2,3-Dicarbomethoxy-1,3-butadiene and its reactions
  作者：Bongkoch Tarnchompoo、Chachanat Thebtaranonth、Yodhathai Thebtaranonth

  DOI：10.1016/s0040-4039(00)96942-9

  日期：——
• Synthesis, Electrochemistry, and Hydrolysis of Anthraquinone Derivatives
  作者：Yu Cao、Daniel J. Rabinowitz、Dabney W. Dixon、Thomas L. Netzel

  DOI：10.1080/00397910902898585

  日期：2009.11.5

  Anthraquinone (AQ) derivatives, including members of the anthraquinone imide (AQI) family, have been synthesized to afford good candidates for electron-transfer studies in DNA. Electron-withdrawing groups on the AQ ring give a less negative reduction potential, as desired. As expected, the AQI derivatives have less negative reduction potentials than AQ derivatives. The AQI ring system has a half-life for hydrolysis of about 75min in a 3:7 MeCN and 0.005M K2CO3 in MeOH.