1-(2',7'-Dichloro-6'-(3'',4''-trioxolyl-1''-butanoxy)-3'-oxo-xanthen-9'-yl)-2-hydroxymethylbenzene | 1181325-09-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 1-(2',7'-Dichloro-6'-(3'',4''-trioxolyl-1''-butanoxy)-3'-oxo-xanthen-9'-yl)-2-hydroxymethylbenzene
• 英文别名: 2,7-dichloro-9-[2-(hydroxymethyl)phenyl]-6-[2-(trioxolan-4-yl)ethoxy]xanthen-3-one
• CAS: 1181325-09-6
• 化学式: C₂₄H₁₈Cl₂O₇
• 分子量: 489.309
• InChiKey: XFNDUYGBYOWNRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  83.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-(2',7'-Dichloro-6'-(3'',4''-trioxolyl-1''-butanoxy)-3'-oxo-xanthen-9'-yl)-2-hydroxymethylbenzene 在 二甲基硫 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以27 mg的产率得到1-(2',7'-Dichloro-6'-(3''-oxo-1''-propanoxy)-3'-oxo-xanthen-9'-yl)-2-hydroxymethylbenzene
  参考文献：
  名称：

  Amine-Promoted β-Elimination of a β-Aryloxy Aldehyde for Fluorogenic Chemodosimeters

  摘要：

  We previously reported a fluorescent chemodosimeter for ozone. The beta-elimination step after the ozonolysis of the chemodosimeter was too slow to be practical for real-time monitoring of ozone. We examined primary, secondary, and tertiary amines at various pHs. It was found that pyrrolidine in pH 9 buffer could accelerate the elimination to generate a fluorescence signal. The elimination step is now sufficiently rapid to monitor ozone exposure in real time. We also discovered that azetidine was distinctly effective for the same elimination reaction in a pH 6 buffer.

  DOI：

  10.1021/jo200947e
• 作为产物：
  描述：

  6-(but-3-en-1-yloxy)-2,7-dichloro-9-(2-(hydroxymethyl)phenyl)-3Hxanthen-3-one 在 臭氧 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 生成 1-(2',7'-Dichloro-6'-(3'',4''-trioxolyl-1''-butanoxy)-3'-oxo-xanthen-9'-yl)-2-hydroxymethylbenzene
  参考文献：
  名称：

  Amine-Promoted β-Elimination of a β-Aryloxy Aldehyde for Fluorogenic Chemodosimeters

  摘要：

  We previously reported a fluorescent chemodosimeter for ozone. The beta-elimination step after the ozonolysis of the chemodosimeter was too slow to be practical for real-time monitoring of ozone. We examined primary, secondary, and tertiary amines at various pHs. It was found that pyrrolidine in pH 9 buffer could accelerate the elimination to generate a fluorescence signal. The elimination step is now sufficiently rapid to monitor ozone exposure in real time. We also discovered that azetidine was distinctly effective for the same elimination reaction in a pH 6 buffer.

  DOI：

  10.1021/jo200947e

文献信息

• Fluorescent ozone sensor
  申请人：Koide Kazunori

  公开号：US20100255525A1

  公开（公告）日：2010-10-07

  A selective, fluorescent “turn-on” probe and method for the detection of ozone in biological and atmospheric samples, wherein the method of detecting ozone in a sample comprises the steps of (1) contacting the sample with a fluorophore capable of undergoing allylic ether or allylic ester cleavage and (2) detecting fluorescence in the sample.
• US8361802B2
  申请人：——

  公开号：US8361802B2

  公开（公告）日：2013-01-29
• Amine-Promoted β-Elimination of a β-Aryloxy Aldehyde for Fluorogenic Chemodosimeters
  作者：Amanda K. Leslie、Dandan Li、Kazunori Koide

  DOI：10.1021/jo200947e

  日期：2011.8.19

  We previously reported a fluorescent chemodosimeter for ozone. The beta-elimination step after the ozonolysis of the chemodosimeter was too slow to be practical for real-time monitoring of ozone. We examined primary, secondary, and tertiary amines at various pHs. It was found that pyrrolidine in pH 9 buffer could accelerate the elimination to generate a fluorescence signal. The elimination step is now sufficiently rapid to monitor ozone exposure in real time. We also discovered that azetidine was distinctly effective for the same elimination reaction in a pH 6 buffer.