1,1,1,5,5,5-hexafluoro-4-trifluoromethylpentane-2,3-dione dihydrazone | 136413-15-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,1,1,5,5,5-hexafluoro-4-trifluoromethylpentane-2,3-dione dihydrazone
• 英文别名: [1,1,1,5,5,5-hexafluoro-2-hydrazinylidene-4-(trifluoromethyl)pentan-3-ylidene]hydrazine
• CAS: 136413-15-5
• 化学式: C₆H₅F₉N₄
• mdl: MFCD01113313
• 分子量: 304.118
• InChiKey: LOQOYASUDDSUIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  76.8
• 氢给体数：
  2
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  1,1,1,5,5,5-hexafluoro-4-trifluoromethylpentane-2,3-dione dihydrazone 在 硫酸 、 phosphorus pentoxide 作用下， 生成 4-(1,1,1,3,3,3-hexafluoroisopropyl)-5-trifluoromethyl-2H-1,2,3-triazole
  参考文献：
  名称：

  Formation of 4-(1,1,1,3,3,3-hexafluoroisopropyl)-5-trifluoromethyl-2H-1,2,3-triazole by the oxidation of dihydrazone of 1,1,1,5,5,5-hexafluoro-4-trifluoromethylpentane-2,3-dione

  摘要：

  DOI：

  10.1007/bf02495537
• 作为产物：
  描述：

  perfluoro-4-methyl-2-pentene 在 一水合肼 作用下， 以 乙二醇二甲醚 为溶剂， 以73%的产率得到1,1,1,5,5,5-hexafluoro-4-trifluoromethylpentane-2,3-dione dihydrazone
  参考文献：
  名称：

  有机合成中的多氟腙

  摘要：

  开发了一种从全氟-4-甲基戊-2-烯和水合肼合成1,1,1,5,5,5-六氟-4-三氟甲基戊烷-2,3-二酮二腙的制备性一步法. 该二腙在水中用溴氧化得到 3-diazo-1,1,1,5,5,5-hexafluoro-4-trifluoromethylpentane-2-one。在类似条件下，从 3-hydrazono-1,1,1,5,5,5-hexafluoro-4-trifluoromethylpentane-2-one 得到相同的产物。

  DOI：

  10.1007/bf00696331

文献信息

• Bis-hydrazones of aliphatic polyfluorinated α-dicarbonyl compounds
  作者：G.G. Bargamov、M.D. Bargamova

  DOI：10.1016/0022-1139(96)03445-8

  日期：1996.7

  New preparative methods are described for obtaining N,N-unsubstituted bis-hydrazones of aliphatic polyfluorinated α-dicarbonyl compounds from hydrazine hydrate and easily available polyfluoroaldehydes or perfluoro-4-methyl-2-pentene.

  描述了用于从水合肼和容易获得的多氟醛或全氟-4-甲基-2-戊烯获得脂族多氟化α-二羰基化合物的N，N-未取代的双hydr的新制备方法。
• Polyfluoroalkyl- substituted 1-amino-1,2,3-triazoles
  作者：G.G. Bargamov、M.D. Bargamova

  DOI：10.1016/0022-1139(96)03446-x

  日期：1996.7

  New polyfluorinated 1-amino- 1,2,3-triazoles were obtained by oxidation of the bis-hydrazones of aliphatic polyfluorinated α-dicarbonyl compounds with sulphuryl chloride, bromine or selenium dioxide in an aprotic solvent.

  通过在质子惰性溶剂中用硫酰氯，溴或二氧化硒氧化脂族多氟化α-二羰基化合物的双-，可以得到新的多氟化1-氨基-1,2,3-三唑。
• Synthesis, Mechanism of Formation, and Dynamics of a Highly Fluorinated Methylenecyclobutene
  作者：Sudharsanam Ramanathan、David M. Lemal

  DOI：10.1021/jo061946f

  日期：2007.3.1

  Treatment of the hydrazone of 2H-perfluoro-2-methyl-3-pentanone with triethylamine at elevated temperatures yields a methylenecyclobutene via degradation to an acetylene followed by dimerization. The dimerization occurs even at -78 degrees C, and details of the reaction pathway have been elucidated. Both the acidity and the conformational dynamics of the methylenecyclobutene are influenced by buttressing effects in this crowded molecule.
• Formation of 1-amino-1,2,3-triazole in the oxidation of 1,1,1,5,5,5-hexafluoro-4-trifluoromethylpentane-2,3-dione dihydrazone
  作者：G. G. Bargamov、M. D. Bargamova

  DOI：10.1007/bf00703504

  日期：1994.10
• Polyfluorinated hydrazones in organic synthesis
  作者：G. G. Bargamov、K. A. Lysenko、M. D. Bargamova、Yu. T. Struchkov

  DOI：10.1007/bf00713608

  日期：1995.12

  Oxidation of N,N'-unsubstituted 1,1,1,5,5,5-hexafluoro-4-trifluoromethylpentane-2,3-dione bishydrazone with sulfuryl chloride or bromine in CCl4 gives 1-amino-5-trifluoromethyl-4-(1,1,1,3,3,3-hexafluoroisopropyl)-1,2,3-triazo in high yield. Its structure has been confirmed by X-ray structural analysis.