pentanal N-phenylhydrazone | 6228-43-9

• 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: pentanal N-phenylhydrazone
• 英文别名: valeraldehyde phenylhydrazone；n-Valeraldehyd-phenylhydrazon；Valeraldehyd-phenylhydrazon；N-(pentylideneamino)aniline
• CAS: 6228-43-9
• 化学式: C₁₁H₁₆N₂
• 分子量: 176.261
• InChiKey: DIFKGZJKVNTCMD-UHFFFAOYSA-N

物化性质

• 沸点：
  281.2±13.0 °C(Predicted)
• 密度：
  0.92±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  24.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  pentanal N-phenylhydrazone 在 palladium on activated charcoal 盐酸 、 sodium hydride 、 环戊烯 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 10.0h， 生成 3-{N'-[1-Cyano-pent-(Z)-ylidene]-N-phenyl-hydrazino}-propionic acid ethyl ester
  参考文献：
  名称：

  Novel palladium catalyzed dehydrogenation of α-hydrazinonitriles to hydrazonoyl cyanides using cyclopentene. Synthesis of 1H-pyrazole-4-carboxylate

  摘要：

  Palladium charcoal catalyzed dehydrogenation of alpha-hydrazinonitriles has been found to give hydrazonoyl cyanides in the presence of cyclopentene in high yields, which was applied to the synthesis of 1H-pyrazole-4-carboxylates. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(96)02028-x
• 作为产物：
  描述：

  正戊醛 、 苯肼 在 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 3.0h， 生成 pentanal N-phenylhydrazone
  参考文献：
  名称：

  从苯肼和2,4-二硝基苯肼高效无溶剂合成噻唑烷丁-4-酮

  摘要：

  据报道，巯基乙酸，醛类（苯甲醛和戊醛）或酮类（环戊酮和环己酮）和肼（苯肼和2,4-二硝基苯肼）可以有效地无溶剂合成噻唑烷酮。通常通过光谱技术表征化合物，特别是通过X射线晶体学对2-环己基-3-（N-苯基）-1,3-噻唑烷丁-4-酮进行表征。

  DOI：

  10.1016/j.tetlet.2010.04.026

文献信息

• Novel 1,5,3-dithiazepanes: three-component synthesis, stereochemistry, and fungicidal activity
  作者：V. R. Akhmetova、N. N. Murzakova、T. V. Tyumkina、G. R. Khabibullina、I. S. Bushmarinov、L. F. Korzhova、N. F. Galimzyanova

  DOI：10.1007/s11172-012-0301-5

  日期：2012.11

  Three-component heterocyclization of hydrazine with formaldehyde and ethane-1,2-dithiol gave previously unknown 3,3′-bi(1,5,3-dithiazepane). Its stereochemistry was determined by X-ray diffraction. The reaction with higher aliphatic aldehydes RCHO (R = Me, Et, Prn, and Bun) yielded 2,4-dialkyl-3-alkylideneamino-1,5,3-dithiazepanes. The stereochemistry of the latter was determined by 1H and 13C NMR spectroscopy and confirmed by quantum chemical calculations. Heterocyclizations of phenylhydrazine and benzylhydrazine with ethane-1,2-dithiol gave 3-amino-1,5,3-dithiazepanes only with CH2O and MeCHO as the aldehyde component. 3,3′-Bi(1,5,3-dithiazepane) and its N-adduct with MeI were found to exhibit fungicidal activity against microscopic fungi.

  氢化肼与甲醛和乙烯-1,2-二硫醇的三组分杂环化反应生成了之前未知的3,3'-双(1,5,3-二噻唑烷)。其立体化学通过X射线衍射确定。与更高的脂肪醛RCHO（R = 甲基、乙基、丙基和丁基）的反应产生了2,4-二烷基-3-烷基亚氨基-1,5,3-二噻唑烷。后者的立体化学通过1H和13C NMR光谱法确定，并通过量子化学计算进行了确认。与乙烯-1,2-二硫醇的苯基氢肼和苄基氢肼的杂环化只在甲醛和乙醛作为醛组分时产生3-氨基-1,5,3-二噻唑烷。3,3'-双(1,5,3-二噻唑烷)及其与甲基碘的N-加成物显示出对微型真菌的杀菌活性。
• Saleha, Sabiha; Siddiqui, Amin A.; Khan, Nassem H., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1980, vol. 19, # 1, p. 81 - 82
  作者：Saleha, Sabiha、Siddiqui, Amin A.、Khan, Nassem H.

  DOI：——

  日期：——
• FERROUS SULFATE PROMOTED CONVERSION OF<i>N,N</i>-DIMETHYLHYDRAZONES AND PHENYLHYDRAZONES TO CARBONYL COMPOUNDS
  作者：Aayesha Nasreen、Srinivas R. Adapa

  DOI：10.1080/00304949909355344

  日期：1999.10
• Fe+3-Montmorillonite K10, as effective, eco-friendly, and reusable catalyst for the synthesis of bis(1H-indol-3-yl)methanes under grinding condition
  作者：L. Z. Fekri、M. Nikpassand、M. Kohansal

  DOI：10.1134/s1070363215120361

  日期：2015.12

  Bis(indoyl) methanes have been synthesized via electrophilic reaction of indole and aldehydes in excellent yields under mild reaction conditions in the presence of Fe+3-montmorillonite K10 as catalyst. The catalyst can be recovered and recycled in subsequent reactions without any apparent loss of activity.
• Mazurewitsch, Bulletin de la Societe Chimique de France, 1925, vol. <4>37, p. 1041
  作者：Mazurewitsch

  DOI：——

  日期：——