6,6-difluoro-1-(2-furyl)cyclohex-1-ene | 596834-70-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 6,6-difluoro-1-(2-furyl)cyclohex-1-ene
• 英文别名: 2-(6,6-Difluorocyclohex-1-en-1-yl)furan；2-(6,6-difluorocyclohexen-1-yl)furan
• CAS: 596834-70-7
• 化学式: C₁₀H₁₀F₂O
• 分子量: 184.186
• InChiKey: BEEWCLJTBMAYQN-UHFFFAOYSA-N

物化性质

• 熔点：
  45-47 °C
• 沸点：
  208.7±40.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(三丁基锡烷基)呋喃 、 6,6-difluoro-1-iodocyclohex-1-ene 在 copper(l) iodide 、 二(氰基苯)二氯化钯 、 三(2-呋喃基)膦 作用下， 以 N-甲基吡咯烷酮 为溶剂， 以86%的产率得到6,6-difluoro-1-(2-furyl)cyclohex-1-ene
  参考文献：
  名称：

  Difluorinated analogues of shikimic acid

  摘要：

  Investigations into the quinate to shikimate transformation have been carried out, the results of which have been exploited in the synthesis of a novel difluoromethylene homologue of shikimic acid from (-)-quinic acid. Martin's sulfurane {Ph2S[OC(CF3)(2)Ph](2)} was the reagent of choice for the key dehydration step of this synthesis. The results of investigations into the synthesis of the important natural product analogue, 6,6-difluoroshikimic acid are also reported. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00697-5

文献信息

• Difluorinated analogues of shikimic acid
  作者：Lovely Begum、Julian M Box、Michael G.B Drew、Laurence M Harwood、Jane L Humphreys、David J Lowes、Gareth A Morris、Perrine M Redon、Francine M Walker、Roger C Whitehead

  DOI：10.1016/s0040-4020(03)00697-5

  日期：2003.6

  Investigations into the quinate to shikimate transformation have been carried out, the results of which have been exploited in the synthesis of a novel difluoromethylene homologue of shikimic acid from (-)-quinic acid. Martin's sulfurane Ph2S[OC(CF3)(2)Ph](2)} was the reagent of choice for the key dehydration step of this synthesis. The results of investigations into the synthesis of the important natural product analogue, 6,6-difluoroshikimic acid are also reported. (C) 2003 Elsevier Science Ltd. All rights reserved.