4H-perfluoro-2-methyl-2,3-pentadiene | 211748-97-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 英文名称: 4H-perfluoro-2-methyl-2,3-pentadiene
• 英文别名: 1,1,1,5,5,5-hexafluoro-2-(trifluoromethyl)penta-2,3-diene；1,1,1,5,5,5-Hexafluoro-4-trifluoromethylpenta-2,3-diene
• CAS: 211748-97-9
• 化学式: C₆HF₉
• 分子量: 244.06
• InChiKey: HCXRQZKOTOHZKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  4H-perfluoro-2-methyl-2,3-pentadiene 在 三乙胺 作用下， 以 氘代乙腈 为溶剂， 生成 (E)-1,3,3-tris(trifluoromethyl)-2-(1,1,1,3,3,3-hexafluoroisopropyl)-4-(2,2,2-trifluoroethylidene)cyclobutene
  参考文献：
  名称：

  Synthesis, Mechanism of Formation, and Dynamics of a Highly Fluorinated Methylenecyclobutene

  摘要：

  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.

  DOI：

  10.1021/jo061946f
• 作为产物：
  描述：

  perfluoro-4-methyl-2-pentene 在 mercury(II) diacetate 、 一水合肼 作用下， 以 乙二醇二甲醚 为溶剂， 反应 75.0h， 生成 4H-perfluoro-2-methyl-2,3-pentadiene
  参考文献：
  名称：

  Synthesis, Mechanism of Formation, and Dynamics of a Highly Fluorinated Methylenecyclobutene

  摘要：

  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.

  DOI：

  10.1021/jo061946f

文献信息

• [EN] SYNTHESIS OF (E)-1,1,1,4,5,5,5-HEPTAFLUORO-4-(TRIFLUOROMETHYL)PENT-2-ENE<br/>[FR] SYNTHÈSE DE (E)1,1,1,4,5,5,5-HEPTAFLUORO-4-(TRIFLUOROMÉTHYL)PENT-2-ÈNE
  申请人：CHEMOURS CO FC LLC

  公开号：WO2021150801A1

  公开（公告）日：2021-07-29

  The present application relates to processes of preparing (E)-1,1,1,4,5,5,5-heptafluoro-4-(trifluoromethyl)pent-2-ene.

  本申请涉及制备(E)-1,1,1,4,5,5,5-七氟-4-(三氟甲基)戊-2-烯的过程。
• Polyfluorinated hydrazones in organic synthesis
  作者：G. G. Bargamov、E. M. Kagramanova、M. D. Bargamova

  DOI：10.1007/bf02495972

  日期：1998.4

  The oxidation of 1,1,1,5,5,5-hexafluoro-4-trifluoromethylpentane-2,3-dione bishydrazone (1) with SeO2, HgO, and Hg(OAc)(2) was studied. The use of selenium dioxide leads to 1,1,1,5,5,5-hexafluoro-4-trifluoromethylpent-2-ene (2) and C12H4F18Se2 1,1,1,5,5,5-Hexafluoro-4-trifluoromethylpent-2-yne (4) and C6H2F9HgC6H2F9 were obtained by the oxidation of bishydrazone 1 with mercuric oxide. The oxidation of compound 1 with mercuric acetate in diglyme affords 1,1,1,5,5,5-hexafluoro-4-trinuoromethylpenta-2,3-diene (6). Alkyne 4 is isomerized to allene 6 at 130 degrees C.
• SYNTHESIS OF (E)-1,1,1,4,5,5,5-HEPTAFLUORO-4-(TRIFLUOROMETHYL)PENT-2-ENE
  申请人：The Chemours Company FC, LLC

  公开号：EP4093721A1

  公开（公告）日：2022-11-30