4-oxo-1,7-dithio-2,6-dithia-heptanedioic acid O,O'-diethyl ester | 65469-83-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代缩醛
• 英文名称: 4-oxo-1,7-dithio-2,6-dithia-heptanedioic acid O,O'-diethyl ester
• 英文别名: 4-Oxo-1,7-dithio-2,6-dithia-heptandisaeure-O,O'-diaethylester；1,3-Bis-aethoxythiocarbonylmercapto-aceton；O-ethyl (3-ethoxycarbothioylsulfanyl-2-oxopropyl)sulfanylmethanethioate
• CAS: 65469-83-2
• 化学式: C₉H₁₄O₃S₄
• 分子量: 298.472
• InChiKey: FZJBVFUHQZIOQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  150
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  乙酸烯丙酯 、 4-oxo-1,7-dithio-2,6-dithia-heptanedioic acid O,O'-diethyl ester 在 [Ir(dF(CF₃)ppy)₂(dtbbpy)](PF₆) 作用下， 以 二甲基亚砜 为溶剂， 反应 52.0h， 以69%的产率得到2,8-bis((ethoxycarbonothioyl)thio)-5-oxononane-1,9-diyl diacetate
  参考文献：
  名称：

  在可见光光催化下，退化性黄原酸酯转移至烯烃。

  摘要：

  在蓝色LED光照射下，铱基光催化剂[Ir {dF（CF3）ppy} 2（dtbbpy）]（PF6）能够使黄原酸酯退化转化为烯烃。通过动力学和光物理研究进行的详细机械研究表明，该过程在自由基链机制下运行，该机制是通过铱基光催化剂的长寿命三重态通过对黄药的三重敏化而引发的。

  DOI：

  10.3762/bjoc.14.283
• 作为产物：
  描述：

  potassium ethyl xanthogenate 、 1,3-二氯丙酮 以 水 为溶剂， 生成 4-oxo-1,7-dithio-2,6-dithia-heptanedioic acid O,O'-diethyl ester
  参考文献：
  名称：

  从生物质中获得 5,5-二硫代螺缩酮和长链单体的途径

  摘要：

  5,5-二硫代螺缩酮是通过将 α,α'-双黄嘌呤丙酮与烯烃进行双自由基加成，然后黄原酸酯基团离子或热裂解和酸催化闭环来制备的。一种改进是使用 α-氯-α'-黄嘌呤丙酮来产生不对称衍生物。用雷尼镍还原去除硫原子提供了长链 α,ω-二酸、二醇和二胺。使用生物来源的烯烃，可以获得单体和聚合物，其中基本上所有的碳都来自生物质。

  DOI：

  10.1021/acs.orglett.2c00855

文献信息

• Radical Fragment Coupling Route to Geminal Bis(boronates)
  作者：Qi Huang、Samir Z. Zard

  DOI：10.1021/acs.orglett.8b02235

  日期：2018.9.7

  atom abstraction and delivers a vast array of highly functional geminal bis(boronates). The ability to assemble geminal bis(boronates) bearing polar functional groups not readily obtained through existing methods is particularly noteworthy. This approach also opens up access to geminal bis(boronyl) cyclopropanes and geminal bis(boronyl) tetrahydroquinolines.

  将二硫代碳酸酯自由基加成到1,1-双（硼基）-3-丁烯和相关的烯烃中，不会造成碎片或氢原子抽象的复杂情况，并且可提供大量高功能双键双（硼酸酯）。通过现有方法不易获得的带有双极性基团的双（硼酸酯）双宝石的组装能力特别值得注意。这种方法也为双子双（硼烷基）环丙烷和双（双硼烷基）四氢喹啉提供了可能。
• A direct, versatile route to functionalized trialkoxysilanes
  作者：Béatrice Quiclet-Sire、Yuuki Yanagisawa、Samir Z. Zard

  DOI：10.1039/c3cc48570f

  日期：——

  The peroxide initiated radical addition of dithiocarbonates (xanthates) to trialkoxy vinylsilanes leads to functionalized trialkoxysilanes. Prior addition of the dithiocarbonates to an alkene before reaction with the vinylsilane can be used to increase the complexity of the final product.

  过氧化物引发的二硫代碳酸酯（黄原酸酯）向三烷氧基乙烯基硅烷的自由基加成导致官能化的三烷氧基硅烷。在与乙烯基硅烷反应之前，将二硫代碳酸酯预先加到烯烃中可用于增加最终产物的复杂性。
• A versatile radical based approach to O-alkylated hydroxylamines and oximes
  作者：Béatrice Quiclet-Sire、Daniel Woollaston、Samir Z. Zard

  DOI：10.1016/j.tet.2008.08.113

  日期：2008.12

  O-Alkylhydroxylamines, often used for the preparation of bioconjugates, can be readily obtained by radical addition to suitable O-alkenylhydroxylamine derivatives. In the case of N-Boc-O-allylhydroxylamine, the addition is unexpectedly followed by elimination resulting in an overall allylation of the radical species. (C) 2008 Elsevier Ltd. All rights reserved.
• Schotte, Arkiv foer Kemi, 1953, vol. 5, p. 533,540
  作者：Schotte

  DOI：——

  日期：——
• Rhodamine spirolactam sensors operated by sulfur-cooperated metal complexation
  作者：Gisuk Heo、Dahye Lee、Chi Gwan Kim、Jung Yun Do

  DOI：10.1016/j.saa.2017.07.019

  日期：2018.1

  New rhodamine Schiff base sensors were developed to improve selective sensing by introducing sulfide, ester, and dithiocarbonate groups, as well as using ketones coupled to rhodamine-hydrazine. Metal sensing proceeded through the 1:1 complexation of the metal ion for most sensors in the presence of Cu2+ and Hg2+. A sensor carrying a dithiocarbonate group responded selectively to Hg2+ showing a strong colorimetric change and intense fluorescence. The association constants of the sensors were determined from a linear plot performed at micro-molar concentrations to afford values in the range of 10(4). Sensing was interrupted at the initial time of Hg2+ exposure due to the isomerization of imine and preferential metal bonding of two dithiocarbonate groups regardless of the main structure of rhodamine. The sensors exhibited the reversible and reproducible performance for Hg2+ sensing. (C) 2017 Elsevier B.V. All rights reserved.