2-methylcyclohexanone (2,4-dinitrophenyl)hydrazone | 5138-30-7

• 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: 2-methylcyclohexanone (2,4-dinitrophenyl)hydrazone
• 英文别名: 2-methyl-cyclohexanone-(2,4-dinitro-phenylhydrazone)；2-Methyl-cyclohexanon-(2,4-dinitro-phenylhydrazon)；2-Methyl-cyclohexanon-(1)-(2,4-dinitro-phenylhydrazon)；2,4-Dinitro-phenylhydrazon des 2-Methyl-cyclohexanon；2-Methyl-cyclohexan-1-on-2,4-Dinitrophenylhydrazon；2-Methyl-cyclohexanon-(2,4-dinitrophenylhydrazon)；N-[(2-methylcyclohexylidene)amino]-2,4-dinitroaniline
• CAS: 5138-30-7
• 化学式: C₁₃H₁₆N₄O₄
• 分子量: 292.294
• InChiKey: SDOLIJFTCFQHDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-methylcyclohexanone (2,4-dinitrophenyl)hydrazone 在 selenium(IV) oxide 作用下， 以 二乙二醇二甲醚 为溶剂， 生成 2-Methyl-cyclohex-2-enon-(2,4-dinitro-phenylhydrazon)
  参考文献：
  名称：

  Venien,F. et al., Bulletin de la Societe Chimique de France, 1973, p. 2799 - 2807

  摘要：

  DOI：
• 作为产物：
  描述：

  3-甲氧基环己烯 、 2,4-二硝基苯肼 在 硫酸 作用下， 生成 2-methylcyclohexanone (2,4-dinitrophenyl)hydrazone
  参考文献：
  名称：

  The Rearrangement of Some Substituted Allyl Alcohols to their Isomeric Ketones¹

  摘要：

  DOI：

  10.1021/ja01587a035

文献信息

• A modification of a conventional technique for the synthesis of hydrazones of racemic carbonyls: prevention of spontaneous chiral inversion
  作者：Manisha Singh、Ravi Bhushan

  DOI：10.1039/c5ra19904b

  日期：——

  Conventionally hydrazones and other derivatives of carbonyls are synthesized under acidic conditions when spontaneous chiral inversion is a common problem if the carbonyl compound is chiral.

  传统上，当羰基化合物具有手性时，在酸性条件下合成肼酮和其他羰基衍生物时，自发手性倒转是一个常见问题。
• 3-Nitrobenzohydrazones, 2,4-Dinitrophenylhydrazones and the Separation of Hydrazones by Adsorption
  作者：Harold H. Strain

  DOI：10.1021/ja01307a052

  日期：1935.4
• 119. Reduction by dissolving metals. Part III
  作者：Arthur J. Birch

  DOI：10.1039/jr9460000593

  日期：——
• Stereoselective nitration of asymmetric hydrazones with nitric oxide
  作者：Wen-tao Wu、Gang Su、Zhou Lu、Long-min Wu

  DOI：10.1016/j.tetlet.2007.09.128

  日期：2007.11

  Nitration of asymmetric hydrazones with nitric oxide occurred stereoselectively at C1'-atom, giving mono-nitrated trans isomer as a major outcome. The ratio of trans to cis was up to >99. Higher isolated yields of nitrated products and higher trans/cis ratios of isomers suggest that this procedure offers advantages for synthesizing asymmetry nitro compounds. (C) 2007 Elsevier Ltd. All rights reserved.