2,4'-二碘联苯 | 36262-74-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,4'-二碘联苯
• 英文名称: 2,4'-diiodobiphenyl
• 英文别名: 1-Iodo-2-(4-iodophenyl)benzene
• CAS: 36262-74-5
• 化学式: C₁₂H₈I₂
• 分子量: 406.005
• InChiKey: HRNKZYHPJSZXPE-UHFFFAOYSA-N

物化性质

• 熔点：
  42 °C
• 沸点：
  164.5 °C(Press: 2 Torr)
• 密度：
  2.041±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2,4'-二碘联苯 、 Phenyl-d5-magnesium bromide 以73%的产率得到
  参考文献：
  名称：

  IBUKI EIICHI; OZASA SHIGERU; FUKOKA YASUHIRO; OKADA MOTOFUMI; IZUMI HIROM+, CHEM. AND PHARM. BULL., 1981, 29, NO 2, 370-378

  摘要：

  DOI：
• 作为产物：
  描述：

  4-(2-硝基苯基)苯胺 在 盐酸 、 tin 、 乙醇 、 硫酸 作用下， 生成 2,4'-二碘联苯
  参考文献：
  名称：

  Finzi; Bellavita, Gazzetta Chimica Italiana, 1934, vol. 64, p. 335,343,

  摘要：

  DOI：

文献信息

• METHOD OF PRODUCING IODIZING AGENT, AND METHOD OF PRODUCING AROMATIC IODINE COMPOUND
  申请人：Yoshida Junichi

  公开号：US20100105969A1

  公开（公告）日：2010-04-29

  A method of the present invention, for producing an iodizing agent, includes the step of electrolyzing iodine molecules in a solution by using an acid as a supporting electrolyte. This realizes (i) a method of producing an iodine cation suitable for use as an iodizing agent that does not require a sophisticated separation operation after iodizing reaction is completed, and (ii) an electrolyte used in the method. Further, a method of the present invention, for producing an aromatic iodine compound, includes the step of causing an iodizing agent, and an aromatic compound whose nucleus has one or more substituent groups and two or more hydrogen atoms, to react with each other under the presence of a certain ether compound. This realizes such a method of producing an aromatic iodine compound that position selectivity in iodizing reaction of an aromatic compound is improved.

  本发明的一种制备碘化剂的方法包括通过使用酸作为支持电解质，在溶液中电解碘分子的步骤。这实现了（i）一种制备适用于用作碘化剂的碘阳离子的方法，该方法在碘化反应完成后不需要复杂的分离操作，以及（ii）所述方法中使用的电解质。此外，本发明的一种制备芳香碘化合物的方法包括通过在一定醚化合物存在下使碘化剂和具有一个或多个取代基和两个或多个氢原子的核的芳香化合物相互反应的步骤。这实现了一种制备芳香碘化合物的方法，改善了芳香化合物碘化反应中的位置选择性。
• Polyphenyl synthesis by means of the Kharash-type Grignard cross-coupling reaction.
  作者：EIICHI IBUKI、SHIGERU OZASA、YASUHIRO FUJIOKA、MOTOFUMI OKADA、YOSHIHIKO YANAGIHARA

  DOI：10.1248/cpb.30.2369

  日期：——

  A series of twenty-seven polyphenyls, including quater-to sexiphenyls, was synthesized by the cross-coupling reaction of aryl Grignard reagents with arylene diiodides in the presence of bis (acetylacetonato) nickel (II). Twenty of them were obtained in fairly good yields (50-95%) under mild conditions at temperatures below ca. 60°C in ether-benzene solution within a few hours. In the cases of the remaining seven polyphenyls, however, lower yields (1-34%) were inevitable owing to the sterically crowded geometry of the reactant (s). Thus, the Kharash-type Grignard cross-coupling reaction was proved to be an efficient and convenient method for synthesizing a variety of polyphenyls, except in the cases of reactants with remarkably crowded geometry. The infrared, ultraviolet, and proton magnetic resonance spectral properties of several polyphenyls including three new compounds, 3-(2-biphenylyl)-o-quaterphenyl, 6'-(3-biphenylyl)-m-quaterphenyl, and 3, 4'-di (2-biphenylyl) biphenyl, are presented and discussed.

  合成了一系列二十七种多酚类化合物，包括四苯到六苯，通过芳基格氏试剂与芳烃二碘化物在双（乙酰丙酮）镍（II）的存在下进行交叉偶联反应。在温度低于约60°C的醚-苯溶液中，在温和条件下，这二十种化合物的产率相当不错（50-95%），反应时间为几小时。然而，在另外七种多酚类化合物的情况下，由于反应物的立体拥挤几何结构，不可避免地产率较低（1-34%）。因此，Kharash型格氏交叉偶联反应被证明是一种高效且便利的方法用于合成各种多酚类化合物，但在具有显著拥挤几何形状的反应物情况下例外。文中介绍并讨论了包括三个新化合物（3-(2-联苯基)-o-四苯、6'-(3-联苯基)-m-四苯、和3,4'-二（2-联苯基）联苯）在内的几种多酚类化合物的红外、紫外及质子磁共振光谱特性。
• Syntheses and physical properties of several deuterium-labelled polyphenyls.
  作者：SHIGERU OZASA、YASUHIRO FUJIOKA、MOTOFUMI OKADA、HIROMI IZUMI、EIICHI IBUKI

  DOI：10.1248/cpb.29.370

  日期：——

  A Kharash-type Grignard cross-coupling reaction of phenyl-d5-magnesium bromide and an appropriate diiodo compound in the presence of bis (acetylacetonato) nickel (II) was successfully employed for the syntheses of twelve new decadeuterated polyphenyls, each of which has phenyl-d5 rings at both termini. On the basis of the nuclear magnetic resonance spectra of the deuterated and normal polyphenyls, close correlations between the apparent signal patterns of phenylene groups and the structures of the adjacent groups became apparent. The mass spectral studies revealed that the deuterated polyphenyls containing o-linkage (s) were less stable to electron bombardment than those containing no o-linkage. Inspection of the ultraviolet spectra of the deuterated polyphenyls showed that the isotope effect in their K-bands was hardly detectable.

  在双（乙酰丙酮）镍（II）存在下，苯基-d5-溴化镁和适当的二碘化合物的卡拉什型格氏交叉偶联反应成功地用于合成十二种新的十氘代多苯基，每种都含有苯基-d5 在两个末端均响铃。根据氘代和正态聚苯的核磁共振谱，亚苯基的表观信号模式与相邻基团的结构之间的密切相关性变得明显。质谱研究表明，含有o-键的氘代多苯对电子轰击的稳定性低于不含o-键的氘代多苯。对氘代聚苯的紫外光谱的检查表明，其K带中的同位素效应几乎检测不到。
• Ozasa, Shigeru; Fujioka, Yasuhiro; Ibuki, Eiichi, Chemical and pharmaceutical bulletin, 1982, vol. 30, # 8, p. 2698 - 2704
  作者：Ozasa, Shigeru、Fujioka, Yasuhiro、Ibuki, Eiichi

  DOI：——

  日期：——
• IBUKI, EIICHI;OZASA, SHIGERU;FUJIOKA, YASUHIRO;OKADA, MOTOFUMI;YANAGIHARA+, CHEM. AND PHARM. BULL., 1982, 30, N 7, 2369-2379
  作者：IBUKI, EIICHI、OZASA, SHIGERU、FUJIOKA, YASUHIRO、OKADA, MOTOFUMI、YANAGIHARA+

  DOI：——

  日期：——