2,4-dinitrophenyltrifluoromethyl sulfide | 22230-28-0

• 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-dinitrophenyltrifluoromethyl sulfide
• 英文别名: 2,4-Dinitro(trifluoromethylthio)benzene；2,4-dinitrotrifluoromethylthiobenzene；(2,4-Dinitro-phenyl)-trifluormethyl-sulfid；2,4-Dinitro-1-(trifluoromethylsulfanyl)benzene
• CAS: 22230-28-0
• 化学式: C₇H₃F₃N₂O₄S
• 分子量: 268.173
• InChiKey: XTQZEQBXLBKXHX-UHFFFAOYSA-N

物化性质

• 熔点：
  46-48 °C
• 沸点：
  255.5±40.0 °C(Predicted)
• 密度：
  1.67±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  117
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,4-dinitrophenyltrifluoromethyl sulfide 在 chromium(VI) oxide 、 溶剂黄146 作用下， 生成 2,4-dinitrophenyl trifluoromethyl sulfone
  参考文献：
  名称：

  Yagupol'skii,L.M.; Boiko,V.N., Journal of general chemistry of the USSR, 1969, vol. 39, p. 179 - 182

  摘要：

  DOI：
• 作为产物：
  描述：

  4-三氟甲硫基硝基苯 在 硫酸 、 硝酸 作用下， 生成 2,4-dinitrophenyltrifluoromethyl sulfide
  参考文献：
  名称：

  Yagupol'skii,L.M.; Boiko,V.N., Journal of general chemistry of the USSR, 1969, vol. 39, p. 179 - 182

  摘要：

  DOI：

文献信息

• General, Practical and Selective Oxidation Protocol for CF3S into CF3S(O) Group
  作者：Liubov Sokolenko、Raisa Orlova、Andrey Filatov、Yurii Yagupolskii、Emmanuel Magnier、Bruce Pégot、Patrick Diter

  DOI：10.3390/molecules24071249

  日期：——

  A simple and efficient protocol for the oxidation of trifluoromethyl, mono- and difluoromethyl sulfides to the corresponding sulfoxides without over-oxidation to sulfones, using TFPAA prepared in situ from trifluoroacetic acid and 15% H2O2 aqueous solution was developed. The methodology is suitable for a wide range of aromatic and aliphatic substrates in milligram and multigram scales.

  一种简单高效的协议，用于将三氟甲基、单氟甲基和二氟甲基硫醚氧化为相应的亚氧化物，避免过氧化为砜，使用从三氟乙酸和15% H2O2水溶液制备的TFPAA。该方法适用于毫克和克级范围内的广泛芳香族和脂肪族底物。
• Preparation of Trifluoromethyl Aryl Sulfides Using Silver(I) Trifluoromethanethiolate and an Inorganic Iodide
  作者：Dave J. Adams、James H. Clark

  DOI：10.1021/jo9915933

  日期：2000.3.1

  Reaction of silver(I) trifluoromethanethiolate (AgSCF(3)) with KI or tetra-n-butylammonium iodide in acetonitrile leads to the formation of a nucleophilic source of trifluoromethanethiolate. This source is capable of converting activated fluoro-, chloro-, bromo-, and iodoaromatics into the corresponding trifluoromethyl aryl sulfides under mild conditions. After successful reaction with tetra-n-butylammonium

  三氟甲硫醇银（I）（KISCF（3））与KI或碘化四正丁基碘化铵在乙腈中的反应导致形成三氟甲硫醇的亲核源。该来源能够在温和的条件下将活化的氟代，氯代，溴代和碘代芳烃转化为相应的三氟甲基芳基硫醚。与碘化四正丁基铵成功反应后，Bu（4）N [Ag（3）I（4）]晶体从反应混合物中沉淀出来。在具有较少活化的芳族化合物的情况下，优先发生三氟甲硫醇根阴离子的分解，得到双（三氟甲基）二硫化物，四（三氟甲硫基）乙烯和3,4,5,6-四（三氟甲硫基）-1,2-二硫氨酸。
• The preparation of trifluoromethyl aryl sulfides using KF and thiophosgene
  作者：James H. Clark、Stewart J. Tavener

  DOI：10.1016/s0022-1139(97)00057-2

  日期：1997.10

  The trifluoromethanethiolate anion may be generated in situ by the reaction of thiophosgene with potassium fluoride in acetonitrile. This system is used to prepare trifluoromethyl aryl sulfides from activated fluoro- and chloroaromatic substrates via nucleophilic substitution.

  三氟甲硫醇根阴离子可以通过硫光气与氟化钾在乙腈中的反应原位产生。该系统用于通过亲核取代从活化的氟代和氯代芳族底物制备三氟甲基芳基硫化物。
• Synthesis, structure and reactivity of a trifluoromethyl sulfide anionic salt stabilized with tetrakis(dimethylamino)ethylene dication (TDAE2+)
  作者：Alexander Kolomeitsev、Maurice Médebielle、Peer Kirsch、Enno Lork、Gerd-Volker Röschenthaler

  DOI：10.1039/b002252g

  日期：——

  A synthesis of the stable ionic trifluoromethanethiolate salts, TDAE2+2SCF3− (1) and TDAE2+SCF3−Cl− (2) was accomplished in quantitative yields via reduction of bis(trifluoromethyl) disulfide and trifluoromethanesulfenyl chloride using tetrakis(dimethylamino) ethylene (TDAE). The salts were found to be stable up to their melting points. The trifluoromethanethiolate salt [TDAE2+2SCF3− (1)] was for the

  的稳定的离子trifluoromethanethiolate盐的合成，TDAE 2+ 2SCF 3 - （1）和TDAE 2+ SCF 3 -氯- （2）在定量的产率来实现通过减少使用四双（三氟甲基）二硫醚和trifluoromethanesulfenyl氯化物（二甲基氨基）乙烯（TDAE）。发现该盐直至其熔点都是稳定的。所述trifluoromethanethiolate盐[TDAE 2+ 2SCF 3 - （1）]为在第一次通过X射线结构分析（斜方晶系，PBCA，一个 = 1434.0（1），b  = 1178.1（1），c  = 2203.2（1）pm）和循环伏安法。几个反应表明了这种新试剂的合成效用。
• Trifluoromethylthiolation of aromatic substrates using thiophosgene—fluoride salt reagents, and formation of byproducts with multi-carbon chains
  作者：Stewart J. Tavener、Dave J. Adams、James H. Clark

  DOI：10.1016/s0022-1139(99)00063-9

  日期：1999.6

  Reaction of potassium fluoride or tetramethylammonium fluoride with thiophosgene leads to the formation of a nucleophilic source of trifluoromethanethiolate, suitable for the preparation of trifluoromethyl aryl sulfides from activated haloaromatics. Analysis of the byproducts in the system demonstrates that complex molecules with up to C-4 chains may be formed by the reaction of fluoride salts with thiophosgene. (C) 1999 Elsevier Science S.A. All rights reserved.