1-(2-(4-溴苯基)亚乙基)-2-(2,4-二硝基苯基)肼 | 4410-17-7

• 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: 1-(2-(4-溴苯基)亚乙基)-2-(2,4-二硝基苯基)肼
• 英文名称: 1-(2-(4-bromophenyl)ethylidene)-2-(2,4-dinitrophenyl)hydrazine
• 英文别名: 4-bromophenylacetaldehyde 2,4-dinitrophenylhydrazone；4-bromophenylacetaldehyde-2,4-dinitrophenylhydrazone；p-Bromphenylacetaldehyd-2,4-dinitrophenylhydrazon；N-[2-(4-bromophenyl)ethylideneamino]-2,4-dinitroaniline
• CAS: 4410-17-7
• 化学式: C₁₄H₁₁BrN₄O₄
• 分子量: 379.17
• InChiKey: YBEXJCBJGYLHNB-UHFFFAOYSA-N

物化性质

• 熔点：
  153-154 °C
• 沸点：
  535.4±50.0 °C(Predicted)
• 密度：
  1.62±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.91
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  110.67
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  (4-bromophenyl)diazonium chloride 在 硫酸 、 碳酸氢钠 、 calcium carbonate 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 反应 2.0h， 生成 1-(2-(4-溴苯基)亚乙基)-2-(2,4-二硝基苯基)肼
  参考文献：
  名称：

  Naidan, Russian Journal of General Chemistry, 2000, vol. 70, # 10, p. 1600 - 1602

  摘要：

  DOI：

文献信息

• Very Important Publication: Hypoiodite-Catalyzed Regioselective Oxidation of Alkenes: An Expeditious Access to Aldehydes in Aqueous Micellar Media
  作者：Peraka Swamy、Marri Mahender Reddy、Mameda Naresh、Macharla Arun Kumar、Kodumuri Srujana、Chevella Durgaiah、Nama Narender

  DOI：10.1002/adsc.201400986

  日期：2015.4.13

  A highly anti‐Markovnikov selective oxidation of alkenes based on in situ generated hypoiodite catalysis in aqueous micellar media under mild conditions has been described. This novel catalytic system realizes an efficient synthesis of aldehydes from alkenes in an economically viable and environmentally safe fashion. The preliminary mechanistic studies suggest that the reaction proceeds via tandem

  已经描述了基于胶束介质在温和条件下原位生成的次碘酸盐催化的高度抗马尔科夫尼科夫烯烃的选择性氧化。这种新颖的催化系统以经济可行且对环境安全的方式实现了从烯烃高效合成醛。初步的机理研究表明，该反应是通过串联碘官能化/ 1,2-芳基或烷基迁移进行的。用各种单和双取代（末端和内部）烯烃证明了这种串联方法的范围和局限性。
• Efficient and Highly Aldehyde Selective Wacker Oxidation
  作者：Peili Teo、Zachary K. Wickens、Guangbin Dong、Robert H. Grubbs

  DOI：10.1021/ol301240g

  日期：2012.7.6

  A method for efficient and aldehyde-selective Wacker oxidation of aryl-substituted olefins using PdCl2(MeCN)2, 1,4-benzoquinone, and t-BuOH in air is described. Up to a 96% yield of aldehyde can be obtained, and up to 99% selectivity can be achieved with styrene-related substrates.

  一种用于使用的PdCl芳基取代烯烃的高效率和醛选择性的Wacker氧化法2（MeCN中）2，1,4-苯醌，和吨描述于空气-BuOH。可获得高达96％的醛收率，并且与苯乙烯相关的底物可获得高达99％的选择性。
• 1-(Carbazol-9-ylmethyl)benzotriazole anion: a formyl anion equivalent
  作者：Alan R. Katritzky、Zhijun Yang、Jamshed N. Lam

  DOI：10.1021/jo00006a034

  日期：1991.3

  The title anion, readily available as its lithium derivative, smoothly reacts with a wide range of electrophiles to give well-characterized products which are easily hydrolyzed to the corresponding aldehydes in high overall yields. The method is compared with currently available routes.
• Halonium Ion-Assisted Deiodination of Styrene-Based Vicinal Iodohydrins Followed by Rearrangement through Phenyl Migration
  作者：Manoj K. Agrawal、Pushpito K. Ghosh

  DOI：10.1021/jo9013707

  日期：2009.10.16

  Acid activation of bromate/bromide couple at 0-10 degrees C was found to trigger the deiodination of styrene-based vicinal iodohydrins. Violet coloration of the organic layer was ascribed to formation of IBr. Deiodination was followed by phenyl migration and deprotonation leading to formation of phenyl acetone and 2-phenylpropanal in good yields from 1-iodo-2-phenylpropan-2-ol and 2-iodo-1-phenylpropan-1-ol, respectively. Phenyl acetaldehyde-which was obtained in 92% GC yield from styrene iodohydrin-was also presumably formed in analogous manner. NBS and HOCl too were effective for transformation of styrene iodohydrin into phenyl acetaldehyde,
• Naidan; Fesak, Russian Journal of General Chemistry, 1997, vol. 67, # 3, p. 423 - 424
  作者：Naidan、Fesak

  DOI：——

  日期：——