S-(4-iodophenyl) 4-iodobenzenesulfonothioate | 4533-14-6

• 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: S-(4-iodophenyl) 4-iodobenzenesulfonothioate
• 英文别名: 1-Iodo-4-(4-iodophenyl)sulfonylsulfanylbenzene
• CAS: 4533-14-6
• 化学式: C₁₂H₈I₂O₂S₂
• 分子量: 502.135
• InChiKey: ILZHCLXQCYERCF-UHFFFAOYSA-N

物化性质

• 熔点：
  191 °C
• 沸点：
  516.2±60.0 °C(Predicted)
• 密度：
  2.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-碘代苯磺酸磺酰肼 在 碘 作用下， 以 水 为溶剂， 以80 %的产率得到S-(4-iodophenyl) 4-iodobenzenesulfonothioate
  参考文献：
  名称：

  Iodine-Promoted Disproportionate Coupling Reaction of Arylsulfonyl Hydrazides: A Simple and Green Access to Thiosulfonates

  摘要：

  An environmentally friendly iodine-promoted disproportionate coupling reaction of arylsulfonyl hydrazides is reported. This strategy can synthesize thiosulfonates with medium to excellent yields, and features a green system, wide applicability of substrates, and easy availability of raw materials. The preliminary mechanistic study reveals that iodine plays an important role in the radical reaction process.

  DOI：

  10.1055/a-2248-5438

文献信息

• Synthesis of Symmetrical Thiosulfonates <i>via</i> Cu(OTf) ₂ ‐Catalyzed Reductive Homocoupling of Arenesulfonyl Chlorides
  作者：Lixia Liu、Bo Luo、Chengming Wang

  DOI：10.1002/ejoc.202101101

  日期：2021.11.22

  Various symmetrical aryl thiosulfonates are efficiently synthesized via reductive coupling of aryl sulfonyl chlorides in the presence of copper catalyst and organic amine reductant. This simple and convenient protocol also shows good functional group tolerance and features a broad substrate scope.

  在铜催化剂和有机胺还原剂的存在下，通过芳基磺酰氯的还原偶联有效地合成了各种对称的芳基硫代磺酸盐。这种简单方便的方案还显示出良好的官能团耐受性，并具有广泛的底物范围。
• Tunable and Practical Synthesis of Thiosulfonates and Disulfides from Sulfonyl Chlorides in the Presence of Tetrabutylammonium Iodide
  作者：Yong Zheng、Feng-Ling Qing、Yangen Huang、Xiu-Hua Xu

  DOI：10.1002/adsc.201600633

  日期：2016.11.3

  practical synthesis of electrophilic sulfenylating reagents, thiosulfonates and disulfides, from inexpensive and easily available sulfonyl chlorides, has been developed. By appropriate choice of solvents, the reaction of sulfonyl chlorides and tetrabutylammonium iodide gave the target products in good to excellent yields, respectively. These transformations probably proceed through a reducing–coupling

  已经开发了由廉价且容易获得的磺酰氯可调谐和实用地合成亲电子的亚磺酰化试剂，硫代磺酸盐和二硫化物。通过溶剂的适当选择，磺酰氯和碘化四丁基铵的反应，得到良好的目标产品，以优异的产率，分别。这些转变可能通过还原耦合途径进行。
• Temperature-controlled selective reduction of arenesulfonyl chlorides promoted by samarium metal in DMF
  作者：Yongjun Liu、Yongmin Zhang

  DOI：10.1016/s0040-4039(03)00814-1

  日期：2003.5

  Promoted by samarium in DMF, arenesulfonyl chlorides can be selectively reduced to diaryldisulfones, diarylthiosulfonates and diaryldisulfides in good to excellent yields by reaction temperature control without the need to pretreat or activate the metallic samarium. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Troeger; Hurdelbrink, Journal fur praktische Chemie (Leipzig 1954), 1902, vol. <2>65, p. 89
  作者：Troeger、Hurdelbrink

  DOI：——

  日期：——