cyclopentylmethanal 2,4-dinitrophenylhydrazone | 20956-07-4

• 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: cyclopentylmethanal 2,4-dinitrophenylhydrazone
• 英文别名: cyclopentanecarbaldehyde 2,4-dinitrophenylhydrazone；cyclopentylmethanal-2,4-dinitrophenylhydrazone；cyclopentanecarbaldehyde-(2,4-dinitro-phenylhydrazone)；Cyclopentancarbaldehyd-(2,4-dinitro-phenylhydrazon)；2,4-Dinitro-phenylhydrazon des Cyclopentancarboxaldehyd；C-Formyl-cyclopentan-(2,4-dinitro-phenylhydrazon)；N-(cyclopentylmethylideneamino)-2,4-dinitroaniline
• CAS: 20956-07-4
• 化学式: C₁₂H₁₄N₄O₄
• 分子量: 278.268
• InChiKey: BRMLQGMMAHRIMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  环戊基甲醇 在 copper oxide-chromium oxide catalyst 作用下， 生成 cyclopentylmethanal 2,4-dinitrophenylhydrazone
  参考文献：
  名称：

  Structure of Reactants and Extent of Acetal Formation. II¹

  摘要：

  DOI：

  10.1021/ja01317a047

文献信息

• Thallium(I) carboxylate modification of the hunsdiecker reaction
  作者：Richard C. Cambie、Rodney C. Hayward、Jeffrey L. Jurlina、Peter S. Rutledge、Paul D. Woodgate

  DOI：10.1039/p19810002608

  日期：——

  Treatment of a Thallium(I) carboxylate with 1 molar equivalent of bromine gives the corresponding thallium(III) carboxylate dibromide. High yields of primary alkyl bromides are obtained if the thallium(III) carboxylate dibromide is treated with 0.5 mol equiv. of bromine in refluxing carbon tetrachloride. Pyrolysis of the thallium(III) derivative in the absence of added bromine gives a low yield of

  用1摩尔当量的溴处理羧酸hall（I），得到相应的羧酸（（III）二溴化物。如果将0.5 （III）羧酸盐二溴化物用0.5摩尔当量处理，则可获得高收率的伯烷基溴化物。回流四氯化碳中的溴。在没有添加溴的情况下of （III）衍生物的热解产生相应烷基溴的低产率。羧酸hall（I）以高产率用于制备烷基溴的用途限于伯羧酸的盐。从使用铊羧酸的烷基溴化物的制备一个简单的程序（我）碳酸盐已被开发出来。
• 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。
• Oligomeric Iodosylbenzene Sulfate: A Convenient Hypervalent Iodine Reagent for Oxidation of Organic Sulfides and Alkenes
  作者：Mehman Yusubov、Viktor Zhdankin、Rosa Yusubova、Tatyana Funk、Ki-Whan Chi

  DOI：10.1055/s-0029-1216870

  日期：2009.8

  Oligomeric iodosylbenzene sulfate, (PhIO)3˙SO3, which can be formally considered as a partially depolymerized activated iodosylbenzene, is a readily available, stable, and water-soluble hypervalent iodine reagent that is useful for the oxidation of sulfides or alkenes. Furthermore, this reagent can be conveniently generated in situ from (diacetoxyiodo)benzene and sodium bisulfate and used without isolation

  低聚亚碘酰苯硫酸根，（PhIO）3 SO 3形式上可以被认为是部分解聚的活化碘代苯，是一种易于获得，稳定且水溶性的高价碘试剂，可用于硫化物或烯烃的氧化。此外，该试剂可以方便地从（二乙酰氧基碘）苯和硫酸氢钠原位产生，并且无需在水溶液中或在无溶剂条件下进行氧化分离就可以使用。碘代碘代苯硫酸盐在室温下与有机硫化物原位反应可提供高收率的亚砜，而不会过度氧化成砜，并且该反应与底物分子中存在羟基，双键，苄基碳原子，羧酸酯基团相容以及各种取代的苯环。 氧化-碘-亚砜-碘基苯-（二乙酰氧基碘）苯-高价碘
• Hypoiodite reaction: mechanism of the reaction of mercury(<scp>II</scp>) oxide–iodine with olefins
  作者：Craig P. Forbes、André Goosen、Hugh A. H. Laue

  DOI：10.1039/p19740002346

  日期：——

  Evidence is presented that the reaction of mercury(II) oxide–iodine with olefins in aprotic solvents proceeds through ‘iodine oxide’. From a study of the products, which include rearranged carbonyl compounds, vinyl iodides, and 2,2′-di-iodo-ethers, and from an investigation of the reactions of epoxides and iodohydrins with morcury(II) oxide–iodine, it is concluded that ‘iodine oxide’ addition occurs

  有证据表明，在质子惰性溶剂中，氧化汞（II）-碘与烯烃的反应通过“氧化碘”进行。从对包括重排的羰基化合物，乙烯基碘化物和2,2'-二碘代醚在内的产物的研究，以及对环氧化物和碘代醇与氧化汞（II）-碘反应的研究，得出的结论是，“氧化碘”的添加是由区域特异性离子机制发生的，该机制是由碘对双键的攻击引发的。
• Magnesium bromide induced rearrangements of α,β-epoxysilanes
  作者：Paul F. Hudrlik、R.N. Misra、G.P. Withers、A.M. Hudrlik、R.J. Rona、J.P. Arcoleo

  DOI：10.1016/s0040-4039(00)71281-0

  日期：1976.4