2,4,6-tritrobenzenethiol | 16158-75-1

• 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: 2,4,6-tritrobenzenethiol
• 英文别名: picryl mercaptan；2.4.6-Trinitro-phenylmercaptan；Thiopikrinsaeure；Pikrylmercaptan；2,4,6-trinitro-benzenethiol；2,4,6-Trinitrothiophenol；2,4,6-Trinitro-thiophenol；2,4,6-trinitrobenzenethiol
• CAS: 16158-75-1
• 化学式: C₆H₃N₃O₆S
• 分子量: 245.172
• InChiKey: BUITUDNMWBHOKO-UHFFFAOYSA-N

物化性质

• 沸点：
  386.0±42.0 °C(Predicted)
• 密度：
  1.782±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  139
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1,3,5-三硝基-2-(2,4,6-三硝基苯基)硫基苯 在 苯硫酚 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2,4,6-tritrobenzenethiol
  参考文献：
  名称：

  Giles,D.E.; Parker,A.J., Australian Journal of Chemistry, 1973, vol. 26, p. 273 - 299

  摘要：

  DOI：

文献信息

• Kinetics and Mechanism of the Benzenethiolysis of <i>O</i>-Ethyl<i> S</i>-(2,4-Dinitrophenyl) and <i>O</i>-Ethyl <i>S</i>-(2,4,6-Trinitrophenyl) Dithiocarbonates and <i>O</i>-Methyl <i>O</i>-(2,4-Dinitrophenyl) Thiocarbonate
  作者：Enrique A. Castro、Paulina Pavez、José G. Santos

  DOI：10.1021/jo0352530

  日期：2003.11.1

  Reactions of O-ethyl 2,4-dinitrophenyl dithiocarbonate (EDNPDTC), O-ethyl 2,4,6-trinitrophenyl dithiocarbonate (ETNPDTC), and O-methyl O-(2,4-dinitrophenyl) thiocarbonate (MDNPTOC) with a series of benzenethiolate anions in aqueous solution, at 25.0 degrees C and an ionic strength of 0.2 M (KCl), are subjected to a kinetic investigation. Under excess benzenethiolate, these reactions obey pseudo-first-order

  O-乙基2,4-二硝基苯基二硫代碳酸酯（EDNPDTC），O-乙基2,4,6-三硝基苯基二硫代碳酸酯（ETNPDTC）和O-甲基O-（2,4-二硝基苯基）硫代碳酸酯（MDNPTOC）的反应在25.0摄氏度和离子强度为0.2 M（KCl）的条件下对水溶液中的苯硫醇根阴离子进行动力学研究。在过量的苯硫醇盐下，这些反应服从拟一级动力学，并且在苯硫醇盐中为一级。尽管如此，在4-硝基苯硫代酸根阴离子与乙基三硝基苯酯（ETNPDTC）的反应中使用了相似的反应物浓度，显示出整体的二级动力学。亲核速率常数（k（N））与pH无关，除了ETNPDTC与X = H，4-Cl和3-Cl的X-苯硫醇盐的反应以外，它们随pH的降低而增加。对于乙基二硝基苯基酯（EDNPDTC）和乙基三硝基苯基酯（ETNPDTC）的反应，Bronsted型图（苯硫酚的log k（N）与pK（a）呈线性，斜率β= 0.66，对于斜率，β=
• Structure-reactivity correlation in the reactions of pyrrolidine with O-ethyl S-aryl dithiocarbonates in aqueous ethanol
  作者：Enrique A. Castro、Mauricio Cabrera、Jose G. Santos

  DOI：10.1002/(sici)1097-4601(1997)29:2<113::aid-kin4>3.0.co;2-x

  日期：——

  The reactions of pyrrolidine with O-ethyl S-(X-phenyl) dithiocarbonates (X = 4-methyl, 4-methoxy, H, 4-chloro, 4-nitro, 2,4-dinitro, and 2,4,6-trinitro) are subjected to a kinetic study in 44 wt% aqueous ethanol, 25.0 degrees C, and ionic strength 0.2 M (maintained with KCl). Pseudo-first-order kinetics are found under amine excess. Linear plots of the pseudo-first-order rate coefficient against concentration of free-base pyrrolidine are obtained for all the reactions, the nucleophilic rate coefficient (it,) being the slope of such plots. The Bronsted-type plot (log k(N) vs. pK(a) for the leaving group) is linear with slope beta(lg) = -0.2, which is consistent with a mechanism through a tetrahedral intermediate (T-+/-) where its formation is rate determining. The beta(lg) Value is very similar to that found in the same reactions in water. There is a great difference in the mechanism of the reactions of O-ethyl S-phenyl dithiocarbonate with pyrrolidine (order one in amine) and piperidine (complex order in amine) in aqueous ethanol, and this is attributed to a greater nucleofugality from T-+/- of piperidine rather than pyrrolidine. (C) 1997 John Wiley & Sons, Inc.
• Willgerodt, Chemische Berichte, 17 Ref. <1884>, 353
  作者：Willgerodt

  DOI：——

  日期：——
• Carbostyril derivatives and pharmaceutical composition containing the same
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：EP0470514B1

  公开（公告）日：1997-02-19
• INHIBITORS OF LFA-1 BINDING TO ICAMs AND USES THEREOF
  申请人：ICOS CORPORATION

  公开号：EP1165504A2

  公开（公告）日：2002-01-02