p-Iodoxynitrobenzene | 16825-79-9

• 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: p-Iodoxynitrobenzene
• 英文别名: 1-iodyl-4-nitrobenzene；p-Iodoxy-nitro-benzol；4-Iodoxy-1-nitro-benzol；4-Nitro-iodylbenzol；1-Jodyl-4-nitro-benzol；4-nitroiodylbenzene；1-Iodyl-4-nitro-benzene
• CAS: 16825-79-9
• 化学式: C₆H₄INO₄
• 分子量: 281.007
• InChiKey: BMXXYWBYOJKMLW-UHFFFAOYSA-N

物化性质

• 熔点：
  216 °C

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 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：
  80
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  p-Iodoxynitrobenzene 在 水 作用下， 生成 4-nitro(iodosyl)benzene
  参考文献：
  名称：

  Vorlaender, Chemische Berichte, 1937, vol. 70, p. 146,149, 150

  摘要：

  DOI：
• 作为产物：
  描述：

  dichloro(4-nitrophenyl)-λ³-iodane 生成 p-Iodoxynitrobenzene
  参考文献：
  名称：

  钌催化的碘基苯衍生物的氧化。取代基对硫化物和醇类氧化反应选择性的影响

  摘要：

  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。

  DOI：

  10.1002/hlca.19830660618

文献信息

• 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。
• Syntheses of (Diacetoxyiodo)arenes or Iodylarenes from Iodoarenes, with Sodium Periodate as the Oxidant
  作者：Pawel Kazmierczak、Lech Skulski、Lukasz Kraszkiewicz

  DOI：10.3390/61100881

  日期：——

  (diacetoxyiodo)-arenes, ArI(OAc)2, or iodylarenes, ArIO2, from the corresponding iodoarenes, ArI, using sodium periodate as the oxidant are presented in this paper. In order to obtain 2- and 4-iodylbenzoic acids, the respective sodium salts of 2- and 4-iodobenzoic acids should be used as the starting substrates, because mixtures containing the corresponding iodosyl derivatives as the main products

  - 本文介绍了使用高碘酸钠作为氧化剂从相应的碘芳烃 ArI 制备（二乙酰氧基碘）-芳烃 ArI(OAc)2 或碘代芳烃 ArIO2 的简单、安全和有效的新方法。为了获得 2- 和 4- 碘基苯甲酸，应使用 2- 和 4- 碘苯甲酸各自的钠盐作为起始底物，因为含有相应碘基衍生物作为主要产物以及预期碘基化合物的混合物是由游离母酸产生。
• NUCLEOPHILIC FLUORINATION OF AROMATIC COMPOUNDS
  申请人：Satyamurthy Nagichettiar

  公开号：US20110178302A1

  公开（公告）日：2011-07-21

  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 (IO 2 ) is regiospecifically substituted by nucleophilic fluoride to provide the corresponding fluoroaryl derivatives. No-carrier-added [F-18]fluoride ion derived from anhydrous [F-18](F/Kryptofix, [F-18]CsF or a quaternary ammonium fluoride (e.g., Me 4 NF, Et 4 NF, n-Bu 4 NF, (PhCH 2 ) 4 NF) 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.

  取代了电子给予基团和电子吸引基团的碘苯衍生物在芳香族亲核取代反应中被用作前体。亚碘酰基团(IO2)被亲核氟以区域特异性取代，提供相应的氟芳基衍生物。无载体添加的[F-18]氟离子源自无水[F-18](F/Kryptofix、[F-18]CsF或季铵氟化物(例如Me4NF、Et4NF、n-Bu4NF、(PhCH2)4NF))，只取代这些衍生物中的亚碘酰基团，并提供高比活度的F-18标记的氟芳基类似物。苯并噻唑类似物和6-碘-L-多巴衍生物的亚碘衍生物已被合成为前体，并用于制备无载体添加的[F-18]氟苯并噻唑和6-[F-18]氟-L-多巴。
• Simple and efficient palladium-catalyzed carbonylation of iodoxyarenes in water under mild conditions
  作者：Vladimir V. Grushin、Howard Alper

  DOI：10.1021/jo00070a008

  日期：1993.8

  Iodoxyarenes (ArIO2) readily react with CO (1 atm) in water, in the presence of Na2[PdCl4] (0.1%) and Na2CO3 at 40-50-degrees-C, to give the corresponding carboxylic acids, ArCOOH, in 55-89% isolated yield. Particularly attractive features of the reaction are that, unlike most iodoarenes, ArIO2 can be carbonylated in aqueous media without any organic solvents, due to their solubility in water and high reactivity.
• 245. Organic compounds of multivalent iodine. Part I. Infrared spectra
  作者：R. Bell、K. J. Morgan

  DOI：10.1039/jr9600001209

  日期：——