1,1,1-trifluoro-2-heptyn-4-ol | 264278-99-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1,1-trifluoro-2-heptyn-4-ol
• 英文别名: 1,1,1-Trifluorohept-2-yn-4-ol
• CAS: 264278-99-1
• 化学式: C₇H₉F₃O
• 分子量: 166.143
• InChiKey: CHEPXXROWWELJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1,1-trifluoro-2-heptyn-4-ol 在 双(乙腈)氯化钯(II) 、 copper(l) iodide 、 四(三苯基膦)钯 、 溶剂黄146 、 三乙胺 、 sodium iodide 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 生成 5-hexyl-2-propyl-3-(2,2,2-trifluoroethyl)furan
  参考文献：
  名称：

  Synthesis of 3-Trifluoroethylfurans by Palladium-Catalyzed Cyclization−Isomerization of (Z)-2-Alkynyl-3-trifluoromethyl Allylic Alcohols

  摘要：

  Hydroiodonation of trifluoromethyl propargylic alcohols 1 regio- and stereoselectively produce (Z)-2-iodo-3-trifluoromethyl allylic alcohols 2. (Z)-2-Alkynyl-3-trifluoromethyl allylic alcohols 5, available through Pd(PPh3)(4)-mediated coupling of 2 and terminal alkynes 4, cyclize and subsequently isomerize to 3-trifluoroethylfurans 6 upon catalysis under PdCl2(CH3CN)(2) in THF at 5-10 degrees C.

  DOI：

  10.1021/jo991463u
• 作为产物：
  描述：

  1,1,2-三氯-3,3,3-三氟-1-丙烯 、 正丁醛 生成 1,1,1-trifluoro-2-heptyn-4-ol
  参考文献：
  名称：

  OKUXARA, KUNIO;OXIRA, KADZUO

  摘要：

  DOI：

文献信息

• The first synthesis of 4-trifluoromethyl-2H-pyrans by palladium-catalyzed cyclization of (E)-3-alkynyl-3-trifluoromethyl allylic alcohols
  作者：Feng-Ling Qing、Wen-Zhong Gao

  DOI：10.1016/s0040-4039(00)01333-2

  日期：2000.9

  The cross-coupling of (Z)-3-iodo-3-trifluoromethyl allylic alcohols 4 with terminal alkynes 5 in the presence of Pd(PPh3)(4) and CuI gave conjugated (E)-3-alkynyl-3-trifluoromethyl allylic alcohols 2 in high yield. 4-Trifluoromethyl-2N-pyrans 7 were prepared from the cyclization of 2 using PdCl2(CH3CN)(2) catalysis. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Iodocyclization of trifluoromethylallenic phosphonates: an efficient approach to trifluoromethylated oxaphospholenes
  作者：Peng Li、Zhen-Jiang Liu、Jin-Tao Liu

  DOI：10.1016/j.tet.2010.10.040

  日期：2010.12

  alpha-Trifluoromethylallenic phosphonates were prepared by the reaction of diethyl chlorophosphite (DECP) and 4,4,4-trifluorobut-2-yn-1-ols in the presence of Et3N. The iodocyclization of these fluorine-containing allenic phosphonates was achieved with iodine under mild conditions to give the corresponding trifluoromethylated oxaphospholenes in moderate to good yields. (C) 2010 Elsevier Ltd. All rights reserved.
• Synthesis of 3-Trifluoroethylfurans by Palladium-Catalyzed Cyclization−Isomerization of (<i>Z</i>)-2-Alkynyl-3-trifluoromethyl Allylic Alcohols
  作者：Feng-Ling Qing、Wen-Zhong Gao、Jiewen Ying

  DOI：10.1021/jo991463u

  日期：2000.4.1

  Hydroiodonation of trifluoromethyl propargylic alcohols 1 regio- and stereoselectively produce (Z)-2-iodo-3-trifluoromethyl allylic alcohols 2. (Z)-2-Alkynyl-3-trifluoromethyl allylic alcohols 5, available through Pd(PPh3)(4)-mediated coupling of 2 and terminal alkynes 4, cyclize and subsequently isomerize to 3-trifluoroethylfurans 6 upon catalysis under PdCl2(CH3CN)(2) in THF at 5-10 degrees C.
• OKUXARA, KUNIO;OXIRA, KADZUO
  作者：OKUXARA, KUNIO、OXIRA, KADZUO

  DOI：——

  日期：——