2-(3,5-bis(mercaptomethyl)phenoxy)acetic acid | 1429749-49-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(3,5-bis(mercaptomethyl)phenoxy)acetic acid
• 英文别名: 2-[3,5-Bis(sulfanylmethyl)phenoxy]acetic acid；2-[3,5-bis(sulfanylmethyl)phenoxy]acetic acid
• CAS: 1429749-49-4
• 化学式: C₁₀H₁₂O₃S₂
• 分子量: 244.335
• InChiKey: LGRRXLQTAFFJMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  48.5
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(3,5-bis(mercaptomethyl)phenoxy)acetic acid 、 4-苯基-3-丁炔-2-酮 以 水 为溶剂， 反应 0.02h， 生成
  参考文献：
  名称：

  A Selective Turn-On Fluorescent Sensor for Sulfur Mustard Simulants

  摘要：

  A fluorescent turn-on sensor for the selective and sensitive detection of sulfur mustard simulants in water that uses a metal-ion indicator displacement assay (IDA) has been devised. In this IDA approach, a sulfur mustard simulant (the analyte) is allowed to react with a dithiol (1) to form a podand (2). This podand has a strong affinity to bind with Cd2+ and displaces an indicator (4-methylesculetin, ME) from a Cd2+ indicator complex (8) to give a turn-on of fluorescence. The detection is rapid and highly selective, as we did not observe any interference from other electrophiles, even from the oxygen analogue of the mustard simulant. The protocol was successfully used for the detection of the simulant present on surfaces and in soil samples.

  DOI：

  10.1021/ja401845e
• 作为产物：
  描述：

  5-羟基间苯二甲酸二甲酯 在 lithium aluminium tetrahydride 、 氢溴酸 、 potassium carbonate 、 溶剂黄146 、 硫脲 作用下， 以 四氢呋喃 、 乙醇 、 乙腈 为溶剂， 反应 81.0h， 生成 2-(3,5-bis(mercaptomethyl)phenoxy)acetic acid
  参考文献：
  名称：

  A Selective Turn-On Fluorescent Sensor for Sulfur Mustard Simulants

  摘要：

  A fluorescent turn-on sensor for the selective and sensitive detection of sulfur mustard simulants in water that uses a metal-ion indicator displacement assay (IDA) has been devised. In this IDA approach, a sulfur mustard simulant (the analyte) is allowed to react with a dithiol (1) to form a podand (2). This podand has a strong affinity to bind with Cd2+ and displaces an indicator (4-methylesculetin, ME) from a Cd2+ indicator complex (8) to give a turn-on of fluorescence. The detection is rapid and highly selective, as we did not observe any interference from other electrophiles, even from the oxygen analogue of the mustard simulant. The protocol was successfully used for the detection of the simulant present on surfaces and in soil samples.

  DOI：

  10.1021/ja401845e

文献信息

• Selective and sensitive chromogenic and fluorogenic detection of sulfur mustard in organic, aqueous and gaseous medium
  作者：Vinod Kumar、Hemlata Rana

  DOI：10.1039/c5ra18641b

  日期：——

  A chromogenic and fluorogenic system based on a squaraine dye (SQ) was used for the highly selective and sensitive detection of the chemical warfare agent sulfur mustard.

  基于一种方酮染料（SQ）的显色和荧光系统被用于高度选择性和敏感地检测化学战剂硫芥。
• A selective and sensitive chromogenic and fluorogenic detection of a sulfur mustard simulant
  作者：Vinod Kumar、Eric V. Anslyn

  DOI：10.1039/c3sc52259h

  日期：——

  A simple and highly selective chromogenic and fluorogenic detection of sulfur mustard (SM) simulants is reported. Dithiol 1, in the presence and absence of a mustard simulant behaves differently toward a squaraine dye (SQ), and thus provides a visual and spectroscopic signal for mustard gas. The sensor responds to the SM simulant, but not to the O-analog of mustard stimulant or nerve agent mimics and other electrophilic agents. The visual and fluorescent detection with less than 50 μM of SM simulant shows good sensitivity. The utility of the sensor was demonstrated by analysis of SM simulant on surfaces, in soil, and in the gas phase.

  报告中介绍了一种简单、高选择性的硫芥子气（SM）模拟物的显色和荧光检测方法。在有芥子气模拟物和没有芥子气模拟物的情况下，二硫醇 1 对鳞片染料 (SQ) 的表现不同，因此能提供芥子气的视觉和光谱信号。该传感器对 SM 模拟物有反应，但对芥子气刺激剂或神经毒剂模拟物的 O-类似物和其他亲电剂没有反应。对小于 50 μM 的 SM 模拟物进行目视和荧光检测显示了良好的灵敏度。通过分析表面、土壤和气相中的 SM 模拟物，证明了该传感器的实用性。
• A Selective Turn-On Fluorescent Sensor for Sulfur Mustard Simulants
  作者：Vinod Kumar、Eric V. Anslyn

  DOI：10.1021/ja401845e

  日期：2013.4.24

  A fluorescent turn-on sensor for the selective and sensitive detection of sulfur mustard simulants in water that uses a metal-ion indicator displacement assay (IDA) has been devised. In this IDA approach, a sulfur mustard simulant (the analyte) is allowed to react with a dithiol (1) to form a podand (2). This podand has a strong affinity to bind with Cd2+ and displaces an indicator (4-methylesculetin, ME) from a Cd2+ indicator complex (8) to give a turn-on of fluorescence. The detection is rapid and highly selective, as we did not observe any interference from other electrophiles, even from the oxygen analogue of the mustard simulant. The protocol was successfully used for the detection of the simulant present on surfaces and in soil samples.