1-iodyl-2-chlorobenzene | 65386-94-9

• 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: 1-iodyl-2-chlorobenzene
• 英文别名: 1-chloro-2-iodyl-benzene；1-Chlor-2-jodyl-benzol；1-Chloro-2-iodylbenzene；1-chloro-2-iodylbenzene
• CAS: 65386-94-9
• 化学式: C₆H₄ClIO₂
• 分子量: 270.454
• InChiKey: MHBUINAQEIQINU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  10
• 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：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-氯-2-碘苯 在 ruthenium trichloride 过氧乙酸 作用下， 以 溶剂黄146 、 水 为溶剂， 反应 17.0h， 以89%的产率得到1-iodyl-2-chlorobenzene
  参考文献：
  名称：

  RuCl 3-过乙酸催化碘代芳烃的氧化：异丁烯的新制备方法

  摘要：

  描述了在催化量的三氯化钌存在下使用过氧乙酸作为氧化剂制备五价碘化合物的新的简便方法。该新方法允许制备几种先前未知的在芳族环中带有强烈吸电子CF 3基团的异丁烯。

  DOI：

  10.1021/jo062073s

文献信息

• RuCl₃-Catalyzed Oxidation of Iodoarenes with Peracetic Acid:  New Facile Preparation of Iodylarenes
  作者：Alexey Y. Koposov、Rashad R. Karimov、Andrey A. Pronin、Tatyana Skrupskaya、Mekhman S. Yusubov、Viktor V. Zhdankin

  DOI：10.1021/jo062073s

  日期：2006.12.1

  New facile methodology for the preparation of pentavalent iodine compounds using peracetic acid as an oxidant in the presence of catalytic amounts of ruthenium trichloride is described. The new procedure allows the preparation of several previously unknown iodylarenes bearing strongly electron-withdrawing CF3 groups in the aromatic ring.

  描述了在催化量的三氯化钌存在下使用过氧乙酸作为氧化剂制备五价碘化合物的新的简便方法。该新方法允许制备几种先前未知的在芳族环中带有强烈吸电子CF 3基团的异丁烯。
• Transition metal-mediated oxidations utilizing monomeric iodosyl- and iodylarene species
  作者：Mekhman S. Yusubov、Victor N. Nemykin、Viktor V. Zhdankin

  DOI：10.1016/j.tet.2010.04.046

  日期：2010.7

  are reported. A convenient procedure for preparation of iodylarenes via RuCl3-catalyzed oxidation of iodoarenes has been developed. This procedure allows the generation of highly reactive monomeric iodine(V) species, which are excellent oxidants toward alcohols and hydrocarbons in situ. A broad range of substrates can be oxidized to carbonyl compounds by a tandem catalytic system based on the Ru(III)-catalyzed

  报道了使用高价碘物质进行的几种过渡金属介导的氧化反应。已经开发了通过RuCl 3催化的碘代芳烃的氧化制备芳烃的简便方法。该程序允许产生高反应性的单体碘（V）物种，它们是原位对醇和碳氢化合物的极佳氧化剂。的宽范围的底物可以通过基于ARIO的钌（III）催化的再氧化到ARIO串联催化体系被氧化为羰基化合物2使用过硫酸氢钾®作为氧化剂。结果表明，亲电子碘（III）物种源自低聚的碘烷基苯硫酸盐（PhIO）3 SO 3是在金属卟啉配合物存在下催化氧化芳香烃的有效氧化剂。
• NUCLEOPHILIC FLUORINATION OF AROMATIC COMPOUNDS
  申请人：The Regents of the University of California

  公开号：EP2307337B1

  公开（公告）日：2016-01-13
• [EN] NUCLEOPHILIC FLUORINATION OF AROMATIC COMPOUNDS<br/>[FR] FLUORATION NUCLÉOPHILE DE COMPOSÉS AROMATIQUES
  申请人：UNIV CALIFORNIA

  公开号：WO2010008522A2

  公开（公告）日：2010-01-21

  Iodylbenzene derivatives substituted with electron donating as well as electron withdrawing groups on the aromatic ring are used as precursors in aromatic nucleophilic substitution reactions. The iodyl group (IO2) is regiospecifically substituted by nucleophilic fluoride to provide the corresponding fluoroaryl derivatives. No-carrier-added [F-18] fluoride ion derived from anhydrous [F- 18]KF/Kryptofix, [F-18]CsF or a quaternary ammonium fluoride (e.g., Me4NF, Et4NF, n-Bu4NF, (PhCH2)4NF) exclusively substitutes the iodyl moiety in these derivatives and provides high specific activity F- 18 labeled fluoroaryl analogs. Iodyl derivatives of a benzothiazole analog and 6-iodyl-L-dopa derivatives have been synthesized as precursors and have been used in the preparation of no-carrier-added [F-18]fluorobenzothiazole as well as 6-[F-18]fluoro-L-dopa.
• Mild and efficient synthesis of iodylarenes using Oxone as oxidant
  作者：Natalia Soldatova、Pavel Postnikov、Anna A. Troyan、Akira Yoshimura、Mekhman S. Yusubov、Viktor V. Zhdankin

  DOI：10.1016/j.tetlet.2016.08.038

  日期：2016.9

  Mild and efficient method for the preparation of iodylarenes by oxidation of iodoarenes with Oxone in aqueous acetonitrile at room temperature is described. This new procedure allows the preparation of various iodylarenes with electron-donating or electron-withdrawing substituents in the aromatic ring including the previously unknown 1,2-diiodylbenzene.

  描述了一种温和有效的方法，该方法通过在室温下在乙腈水溶液中用Oxone氧化碘代芳烃来氧化碘芳烃。该新方法允许制备各种芳族环中具有供电子或吸电子取代基的异丁烯，包括以前未知的1,2-二碘苯。