4-nitro(iodosyl)benzene | 69003-40-3

• 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: 4-nitro(iodosyl)benzene
• 英文别名: Benzene, 1-iodosyl-4-nitro-；1-iodosyl-4-nitrobenzene
• CAS: 69003-40-3
• 化学式: C₆H₄INO₃
• 分子量: 265.007
• InChiKey: CRAFOXIBNQDORK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  11
• 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：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-nitro(iodosyl)benzene 在 氢氟酸 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到difluoro(4-nitrophenyl)-λ³-iodane
  参考文献：
  名称：

  Sawaguchi, Masanori; Ayuba, Shinichi; Hara, Shoji, Synthesis, 2002, # 13, p. 1802 - 1803

  摘要：

  DOI：
• 作为产物：
  描述：

  dichloro(4-nitrophenyl)-λ³-iodane 在 sodium hydroxide 作用下， 生成 4-nitro(iodosyl)benzene
  参考文献：
  名称：

  Willgerodt, Chemische Berichte, 1893, vol. 26, p. 362

  摘要：

  DOI：

文献信息

• Metal-Free<i>O</i>-Arylation of Carboxylic Acid by Active Diaryliodonium(III) Intermediates Generated<i>in situ</i>from Iodosoarenes
  作者：Toshifumi Dohi、Daichi Koseki、Kohei Sumida、Kana Okada、Serina Mizuno、Asami Kato、Koji Morimoto、Yasuyuki Kita

  DOI：10.1002/adsc.201700843

  日期：2017.10.25

  metal‐free arylative coupling of carboxylic acids using iodosoarenes without the use of a catalyst and base, which is applicable to even a highly‐polar molecule bearing multiple alcohol groups, is reported. The in situ preparation of the reactive diaryliodonium(III) carboxylates is the important key to this approach, and the introduction of the trimethoxybenzene auxiliary enables both the smooth salt

  据报道，在不使用催化剂和碱的情况下，使用碘代芳烃进行的羧酸金属无芳基偶合，甚至适用于带有多个醇基的高极性分子。在原位制备的二芳基碘反应（III）的羧酸酯的是这种方法的重要的关键，并引入了三甲氧基苯辅助的使平滑盐层和联接器期间选择性芳转移事件两者。
• Ru-Catalyzed Oxidations with Iodosylbenzene Derivatives. Substituent Effects on Selectivity in Oxidation of Sulfides and Alcohols
  作者：Paul Müller、José Godoy

  DOI：10.1002/hlca.19830660618

  日期：1983.9.21

  Oxidation of sulfides with PhIO/RuCl2 (PPh3)3 leads to sulfones. Electronwithdrawing substituents in the aromatic ring of PhIO reduce the reactivity and improves selectivity of the system. Thus, with m-iodosylbenzoic acid sulfides are converted to sulfoxide. Under the same conditions aliphatic primary alcohols are transformed to aldehydes with m-iodosylbenzoic acid, while PhIO affords carboxylic acids

  用PhIO / RuCl 2（PPh 3）3氧化硫化物可生成砜。PhIO的芳环中的吸电子取代基降低了反应活性并提高了系统的选择性。因此，与米-iodosylbenzoic酸硫化物转化为亚砜。在相同条件下的脂族伯醇转化到与醛米-iodosylbenzoic酸，而得到PhIO羧酸。
• NMR study on the structure and stability of 4-substituted aromatic iodosyl compounds
  作者：Achim Hiller、Jörg T. Patt、Jörg Steinbach

  DOI：10.1002/mrc.1875

  日期：2006.10

  Two 4‐substituted aromatic iodosyl compounds were investigated with regard to their solubility, stability and chromatographic behaviour. 1‐Iodosyl‐4‐methoxy‐ and 1‐iodosyl‐4‐nitro‐benzene are soluble in methanol and provide acceptable 1H and 13C NMR spectra; however, gradual oxidation of the solvent was observed. LC‐MS analyses suggest that unlike the parent substance, iodosylbenzene, which has a polymeric

  研究了两种 4 取代的芳香碘代糖基化合物的溶解性、稳定性和色谱行为。1-碘糖基-4-甲氧基-和 1-碘糖基-4-硝基-苯可溶于甲醇，并提供可接受的 1H 和 13C NMR 光谱；然而，观察到溶剂逐渐氧化。LC-MS 分析表明，与具有聚合结构的母体碘代苯不同，这两种化合物都以单体形式存在。版权所有 © 2006 John Wiley & Sons, Ltd.
• [EN] NOVEL IODINE COMPOUNDS, PROCESSES FOR THEIR PREPARATION AND USE THEREOF AS AMINATION AGENTS<br/>[FR] NOUVEAUX COMPOSÉS D'IODE, PROCÉDÉS POUR LEUR PRÉPARATION ET UTILISATION DE CEUX-CI EN TANT QU'AGENTS D'AMINATION
  申请人：FUNDACIO PRIVADA INST CATALA D INVESTIGACIO QUIMICA ICIQ

  公开号：WO2012160112A1

  公开（公告）日：2012-11-29

  The iodine compounds of the present invention corresponds to those of formula (I), wherein R1, R1' and X have several meanings. These iodine compounds gives rise to the amination of several substrates without the need of catalysts, especially metal catalysts, and confer to the amination reaction the further advantage of being performed under mild conditions, which is of interest for industrial-scale production of nitrogenated compounds with pharmaceutical, biological or medicinal applications. Therefore, the iodine compounds of the invention are useful as amination agents. The invention also discloses several processes for the preparation of the iodine compounds of formula (I).

  本发明的碘化合物对应于式(I)的化合物，其中R1、R1'和X具有多种含义。这些碘化合物使得多种底物的氨基化反应无需催化剂，特别是金属催化剂，并且赋予氨基化反应在温和条件下进行的进一步优势，这对于在工业规模生产具有药用、生物学或药用应用的氮化合物方面是有利的。因此，本发明的碘化合物可用作氨基化试剂。该发明还揭示了几种制备式(I)的碘化合物的方法。
• CO2-activated NaClO-5H2O enabled smooth oxygen transfer to iodoarene: a highly practical synthesis of iodosylarene
  作者：Kazunori Miyamoto、Yuichiro Watanabe、Taisei Takagi、Tomohide Okada、Takashi Toyama、Shinji Imamura、Masanobu Uchiyama

  DOI：10.24820/ark.5550190.p011.493

  日期：——