2,4-二碘-5-甲基-甲氧基苯 | 117934-78-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2,4-二碘-5-甲基-甲氧基苯
• 英文名称: 2,4-diiodo-5-methyl-methoxybenzene
• 英文别名: 1,5-Diiodo-2-methoxy-4-methylbenzene
• CAS: 117934-78-8
• 化学式: C₈H₈I₂O
• 分子量: 373.96
• InChiKey: ZOKWCKXYAZYABM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,4-二碘-5-甲基-甲氧基苯 以 solid 为溶剂， 生成 Acetic acid (E)-2-acetoxymethyl-3-[5-(3-acetoxy-prop-1-ynyl)-2-methoxy-4-methyl-phenyl]-1-[5-(3-acetoxy-prop-1-ynyl)-4-methoxy-2-methyl-phenylethynyl]-allyl ester
  参考文献：
  名称：

  Yamamoto, Yukio; Ueda, Takashi; Kanehisa, Nobuko, Journal of the Chemical Society. Perkin Transactions 2 (2001), 1997, # 4, p. 743 - 747

  摘要：

  DOI：
• 作为产物：
  描述：

  间甲基苯甲醚 在 碘 、 mercury(II) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以80%的产率得到2,4-二碘-5-甲基-甲氧基苯
  参考文献：
  名称：

  Iodination of Alkyl Aryl Ethers by Mercury(II) Oxide-Iodine Reagent in Dichloromethane

  摘要：

  报道了一种在二氯甲烷中利用氧化汞(II)碘试剂选择性实现烷基芳基醚单碘化和二碘化的简便方法。

  DOI：

  10.1055/s-1995-4089

文献信息

• Iodination of Aromatic Ethers by Use of Benzyltrimethylammonium Dichloroiodate and Zinc Chloride
  作者：Shoji Kajigaeshi、Takaaki Kakinami、Masayuki Moriwaki、Masakazu Watanabe、Shizuo Fujisaki、Tsuyoshi Okamoto

  DOI：10.1246/cl.1988.795

  日期：1988.5.5

  The reaction of aromatic ethers with benzyltrimethylammonium dichloroiodate(1-) in acetic acid in the presence of zinc chloride at room temperature gave iodo-substituted aromatic ethers in good yields.

  在氯化锌存在下，在室温下，芳香醚与二氯碘酸苄基铵 (1-) 在乙酸中反应，得到碘取代的芳香醚，收率良好。
• Electrophilic aromatic thallation of phenol ethers: an improved experimental procedure
  作者：M.L. dos Santos、G.C. de Magalhães、R. Braz Filho

  DOI：10.1016/s0022-328x(96)06338-3

  日期：1996.11

  In this report we present a simple modification of the classical electrophilic aromatic thallation reaction, in which iodination of several phenol ethers can be achieved in high yields under very mild reaction conditions with the mixture TTFA/BF3·Et2O/ClCH2CH2Cl, whereby both oxidative dimerizations and hydrolysis have been successfully suppressed.

  在本报告中，我们提出了对经典亲电芳族thallation反应的简单修改，其中可以在非常温和的反应条件下，使用TTFA / BF 3 ·Et 2 O / ClCH 2 CH 2混合物以高收率实现几种酚醚的碘化Cl，由此成功地抑制了氧化二聚作用和水解作用。
• Simple method for the introduction of iodo-label on (3-trifluoromethyl) phenyldiazirine for photoaffinity labeling
  作者：Makoto Hashimoto、Yuhi Kato、Yasumaru Hatanaka

  DOI：10.1016/j.tetlet.2006.03.068

  日期：2006.5

  A simple and mild method was developed for the introduction of iodo-label on (3-trifluoromethyl) phenyidiazirine (TPD) aromatic ring in the presence of three membered diazirine ring. An iodination protocol, I-2-BTI in CH3CN, was found to be effective even though affinity ligands are pre-installed. (c) 2006 Elsevier Ltd. All rights reserved.
• Iodination of Methylated Anisoles: Unusual Aryl Methyl Replacements and Oxidations
  作者：Charles A. Panetta、Zheng Fang、Daniell L. Mattern

  DOI：10.1021/jo00129a041

  日期：1995.12

  The treatment of methylated anisoles with iodine, periodic acid, sulfuric acid, and aqueous acetic acid has resulted in iododemethylations and/or aryl methyl oxidations in addition to the expected mono- and diiodinations of the aromatic ring. Four dimethylanisoles and o-methylanisole were treated under identical conditions. Iododemethylations were observed in three of the four dimethylanisoles and aryl methyl oxidations to benzaldehydes occurred with o-methylanisole and two of the dimethylanisoles. No precedence could be found for either of these reactions under the experimental conditions employed. Several possible mechanisms are discussed for these transformations. Some experimental evidence suggests that methyl oxidation to a benzaldehyde could be a prerequisite for an iododemethylation via an iodonium ion-assisted reverse Gatterman-Koch reaction; single-electron-transfer or classical electrophilic mechanisms are also consistent with the iododemethylations.
• KAJIGAESHI, SHOJI;KAKINAMI, TAKAAKI;MORIWAKI, MASAYUKI;WATANABE, MASAKAZU+, CHEM. LETT.,(1988) N 5, 795-798
  作者：KAJIGAESHI, SHOJI、KAKINAMI, TAKAAKI、MORIWAKI, MASAYUKI、WATANABE, MASAKAZU+

  DOI：——

  日期：——