2-(4,5,6,7-Tetrachloro-1,3-dioxoisoindol-2-yl)propanoic acid | 175660-85-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-(4,5,6,7-Tetrachloro-1,3-dioxoisoindol-2-yl)propanoic acid
• CAS: 175660-85-2
• 化学式: C₁₁H₅Cl₄NO₄
• 分子量: 356.977
• InChiKey: XUCHFTIUCUDOQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  74.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4,5,6,7-Tetrachloro-1,3-dioxoisoindol-2-yl)propanoic acid 在 氯化亚砜 作用下， 反应 3.0h， 生成 2-(4,5,6,7-tetrachloro-1,3-dioxoisoindol-2-yl)propanoyl chloride
  参考文献：
  名称：

  New fluorescent and colorimetric chemosensors based on the rhodamine detection of Hg2+ and Al3+ and application of imaging in living cells

  摘要：

  Employing the "Off-On" switching of the spirocyclic moiety in Rhodamine B derivatives, three sensors were designed and characterized as new fluorescent probes for detecting Hg2+ and Al3+ in the environment, respectively. The first probe exhibited chromogenic and fluorogenic selectivity to detection of Hg2+ in methanol-H2O (4:6, v/v, HEPES, pH 7.0). The first and second probes displayed fluorescence intensity enhancement following Hg2+ coordination with limits of detection for Hg2+ at the ppb level. The limit of detection based on 3 blank/k was calculated to be 2.5 x 10(-8) M and 4.2 x 10(-8) M, respectively. The third probe contained a benzyl group which resulted in better selectivity for Al3+. Job's plot clearly suggested the formation of 1:1 complexation behavior between the three probes and Hg2+ or Al3+. The three probes can be used as a fluorescent probe for monitoring Hg2+ or Al3+ in living cells with satisfying results, which demonstrates the value of the probes in practical applications in environmental and biological systems. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.02.002
• 作为产物：
  描述：

  四氯苯二甲酸酐 、 DL-丙氨酸 以 甲苯 为溶剂， 反应 4.0h， 生成 2-(4,5,6,7-Tetrachloro-1,3-dioxoisoindol-2-yl)propanoic acid
  参考文献：
  名称：

  New fluorescent and colorimetric chemosensors based on the rhodamine detection of Hg2+ and Al3+ and application of imaging in living cells

  摘要：

  Employing the "Off-On" switching of the spirocyclic moiety in Rhodamine B derivatives, three sensors were designed and characterized as new fluorescent probes for detecting Hg2+ and Al3+ in the environment, respectively. The first probe exhibited chromogenic and fluorogenic selectivity to detection of Hg2+ in methanol-H2O (4:6, v/v, HEPES, pH 7.0). The first and second probes displayed fluorescence intensity enhancement following Hg2+ coordination with limits of detection for Hg2+ at the ppb level. The limit of detection based on 3 blank/k was calculated to be 2.5 x 10(-8) M and 4.2 x 10(-8) M, respectively. The third probe contained a benzyl group which resulted in better selectivity for Al3+. Job's plot clearly suggested the formation of 1:1 complexation behavior between the three probes and Hg2+ or Al3+. The three probes can be used as a fluorescent probe for monitoring Hg2+ or Al3+ in living cells with satisfying results, which demonstrates the value of the probes in practical applications in environmental and biological systems. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.02.002

文献信息

• New fluorescent and colorimetric chemosensors based on the rhodamine detection of Hg2+ and Al3+ and application of imaging in living cells
  作者：Fanyong Yan、Meng Wang、Donglei Cao、Ning Yang、Yang Fu、Li Chen、Ligong Chen

  DOI：10.1016/j.dyepig.2013.02.002

  日期：2013.7

  Employing the "Off-On" switching of the spirocyclic moiety in Rhodamine B derivatives, three sensors were designed and characterized as new fluorescent probes for detecting Hg2+ and Al3+ in the environment, respectively. The first probe exhibited chromogenic and fluorogenic selectivity to detection of Hg2+ in methanol-H2O (4:6, v/v, HEPES, pH 7.0). The first and second probes displayed fluorescence intensity enhancement following Hg2+ coordination with limits of detection for Hg2+ at the ppb level. The limit of detection based on 3 blank/k was calculated to be 2.5 x 10(-8) M and 4.2 x 10(-8) M, respectively. The third probe contained a benzyl group which resulted in better selectivity for Al3+. Job's plot clearly suggested the formation of 1:1 complexation behavior between the three probes and Hg2+ or Al3+. The three probes can be used as a fluorescent probe for monitoring Hg2+ or Al3+ in living cells with satisfying results, which demonstrates the value of the probes in practical applications in environmental and biological systems. (C) 2013 Elsevier Ltd. All rights reserved.