4-(anthracen-9-yl)-5-nitropentan-2-one | 1446690-65-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 4-(anthracen-9-yl)-5-nitropentan-2-one
• 英文别名: 4-Anthracen-9-yl-5-nitropentan-2-one；4-anthracen-9-yl-5-nitropentan-2-one
• CAS: 1446690-65-8
• 化学式: C₁₉H₁₇NO₃
• 分子量: 307.349
• InChiKey: SHPDCIMICKGUNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  9-(2-硝基乙烯基)蒽 、 丙酮 在 四氢吡咯 、 溶剂黄146 作用下， 以 氯仿 为溶剂， 反应 72.0h， 以76%的产率得到4-(anthracen-9-yl)-5-nitropentan-2-one
  参考文献：
  名称：

  Fluorogenic probes for chemical transformations: 9-anthracene derivatives for monitoring reaction progress by an increase in fluorescence

  摘要：

  The development of fluorogenic probes for chemical transformations bearing anthracene as a fluorescent core moiety is reported. Fluorogenic probes were designed by linking anthracene with functional groups used for reactions of interest. Each fluorogenic probe, possessing a reaction group such as aldehyde, alpha,beta-unsaturated ketone, or imine at the 9-position of the anthracene, showed no or very low fluorescence. Reaction products of the probes, including aldol and addition products, were highly fluorescent. The products showed more than 1000-fold higher fluorescence than did the fluorogenic probes under the same conditions. The utility of the fluorogenic probes was demonstrated in monitoring the progress of a catalyzed aldol reaction. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.010

文献信息

• Fluorogenic probes for chemical transformations: 9-anthracene derivatives for monitoring reaction progress by an increase in fluorescence
  作者：Nobuyuki Mase、Kunihiko Takabe、Fujie Tanaka

  DOI：10.1016/j.tetlet.2013.06.010

  日期：2013.8

  The development of fluorogenic probes for chemical transformations bearing anthracene as a fluorescent core moiety is reported. Fluorogenic probes were designed by linking anthracene with functional groups used for reactions of interest. Each fluorogenic probe, possessing a reaction group such as aldehyde, alpha,beta-unsaturated ketone, or imine at the 9-position of the anthracene, showed no or very low fluorescence. Reaction products of the probes, including aldol and addition products, were highly fluorescent. The products showed more than 1000-fold higher fluorescence than did the fluorogenic probes under the same conditions. The utility of the fluorogenic probes was demonstrated in monitoring the progress of a catalyzed aldol reaction. (C) 2013 Elsevier Ltd. All rights reserved.