Pittsburgh Green | 1181325-11-0

• 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: Pittsburgh Green
• 英文别名: 2,7-dichloro-9-(2-(hydroxymethyl)phenyl)-3-oxo-3H-xanthen-6-olate；2,7-dichloro-9-[2-(hydroxymethyl)phenyl]-6-oxoxanthen-3-olate
• CAS: 1181325-11-0
• 化学式: C₂₀H₁₁Cl₂O₄
• 分子量: 386.211
• InChiKey: BOYAEIQAEDEIGK-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  69.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-(but-3-en-1-yloxy)-2,7-dichloro-9-(2-(hydroxymethyl)phenyl)-3Hxanthen-3-one 在 杂氮环丁烷 、 二甲基硫 、 臭氧 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 12.08h， 生成 Pittsburgh Green
  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

• Detection of Trace Palladium in Flasks and Metal Reagents Using a Fluorogenic Tsuji-Trost Reaction
  作者：Dandan Li、Laura D. Campbell、Brittany A. Austin、Kazunori Koide

  DOI：10.1002/cplu.201200015

  日期：2012.4

  developed method using a fluorescent chemodosimeter that could readily detect palladium at a 0.1 ppb level is now demonstrated to be capable of detecting residual palladium in metal reagents and used reaction flasks. This method can be readily employed on site.

  金属检测器：以前开发的一种使用荧光化学计量仪的方法，可以很容易地检测出0.1 ppb的钯，现已证明能够检测金属试剂和使用过的反应瓶中的残留钯。该方法可以很容易地在现场使用。
• Garner, Amanda L.; Song, Fengling; Koide, Kazunori, Journal of the American Chemical Society, 2009, vol. 131, p. 5163 - 5171
  作者：Garner, Amanda L.、Song, Fengling、Koide, Kazunori

  DOI：——

  日期：——
• 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.