2-(2-(1,4-dioxa-7,13-dithia-10-azacyclopentadecan-10-yl)ethyl)-3′,6′-bis(diethylamino)spiro-[isoindoline-1,9′-xanthen]-3-one | 1497003-87-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2-(2-(1,4-dioxa-7,13-dithia-10-azacyclopentadecan-10-yl)ethyl)-3′,6′-bis(diethylamino)spiro-[isoindoline-1,9′-xanthen]-3-one
• 英文别名: 2-(2-(1,4-dioxa-7,13-dithia-10-azacyclopentadecan-10-yl)ethyl)-3',6'-bis(diethylamino)spiro[isoindoline-1,9'-xanthen]-3-one；3',6'-Bis(diethylamino)-2-[2-(1,4-dioxa-7,13-dithia-10-azacyclopentadec-10-yl)ethyl]spiro[isoindole-3,9'-xanthene]-1-one
• CAS: 1497003-87-8
• 化学式: C₄₀H₅₄N₄O₄S₂
• 分子量: 719.025
• InChiKey: KOBNZFBYUVTJFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  50
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  、 溶剂红 49 在 三氯氧磷 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 5.0h， 以45%的产率得到2-(2-(1,4-dioxa-7,13-dithia-10-azacyclopentadecan-10-yl)ethyl)-3′,6′-bis(diethylamino)spiro-[isoindoline-1,9′-xanthen]-3-one
  参考文献：
  名称：

  A Novel Rhodamine Based Fluorescent Sensor for Mercuric Ion

  摘要：

  A novel fluorescent sensor, 2-(2-(1,4-dioxa-7,13-dithia-10-azacyclopentadecan-10-yl) ethyl)-3',6'-bis(diethylamino)spiro[isoindoline-1,9'-xanthen]-3-one, has been synthesised and shows high selectivity for monitoring Hg2+ ion in ethanol solution.

  DOI：

  10.3184/174751914x14042294350421

文献信息

• The solvent-dependent binding modes of a rhodamine-azacrown based fluorescent probe for Al3+ and Fe3+
  作者：Xinxiu Fang、Shoufeng Zhang、Guiyan Zhao、Wenwen Zhang、Jingwei Xu、Aimin Ren、Cunqi Wu、Wei Yang

  DOI：10.1016/j.dyepig.2013.09.036

  日期：2014.2

  A rhodamine-azacrown derivative (2-(2-(1,4-dioxa-7,13-dithia-10-azacyclo- pentadecan-10-yl)ethyl)-3',6'-bis(diethyl amino)spiro[isoindoline-1,9'-xanthen]-3-one) responded to Al3+ and Fe3+ in ethanol-water solutions (20/80, v/v, pH = 7.0) and selectively responded to Al3+ in acetonitrile. In addition, it bound to the cation with a simple 1:1 mode in aqueous solutions and 2:1 mode in acetonitrile. The association constants (logKa) of the sensor for Fe3+ and Al3+ were obtained to be 6.5 and 3.6 in ethanol water, and the corresponding detection limits were calculated to be 1.2 and 8.6 x 10(-8) M, respectively, while the association constant (logKa) for Al3+ was 3.9 with a detection limit of 5.9 x 10(-7) M in acetonitrile under our experimental conditions. Nuclear magnetic resonance and other investigations indicated that in acetonitrile the existence of the second Al3+ shifted the binding location of the first Al3+, which led to the spirolactam ring-open and fluorescence formation. The mechanisms for the sensor to Al3+ and Fe3+ in different solvents are discussed in detail. (C) 2013 Elsevier Ltd. All rights reserved.