1H,1H-perfluoroheptane | 151519-62-9

• 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: 1H,1H-perfluoroheptane
• 英文别名: 1,1,1,2,2,3,3,4,4,5,5,6,6,7-Tetradecafluoroheptane
• CAS: 151519-62-9
• 化学式: C₇H₂F₁₄
• 分子量: 352.071
• InChiKey: LDLQRCSJOZLAPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  1H,1H-perfluoroheptane 在 zinc(II) chloride 、 lithium diisopropyl amide 、 碘 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.5h， 以68%的产率得到(E)-1-iodoperfluorohept-1-ene
  参考文献：
  名称：

  An efficient stereoselective preparation of cis-perfluoroalkenylzinc reagents [(E)-RFCFCFZnCl] by the metallation of 1H,1H-perfluoroalkanes and their derivatization to cis-1-arylperfluoroalkenes [(Z)-RFCFCFAr]

  摘要：

  Various 1H1H-perfluoroalkanes (RFCF2CH2F, R-F = CF3, C2F5, C4F9, C5F11, C6F13, C10F21) were metallated using LDA in a THF solution of ZnCl2 at RT or -78 degrees C to produce the corresponding perfluoroalkenylzinc reagents (RFCF=CFZnCl) in a cis-selective fashion. An increased yield (75-83%) and cis-selectivity (>89%) of the perfluoroalkenylzinc reagents were observed for metallation reactions performed at -78 degrees C. The cis selectivity was excellent for 1H,1H-perfluoroalkanes with larger RF groups (C4F9, C5F11, C6F13, >96%). The cis-perfluoroalkenylzinc [(E)-RFCF=CFZnCl] reagents were coupled with aryl iodides to obtain cis-1-arylperfluoroalkenes [(Z)-RFCF=CFAr] in 71-95% isolated yields. The cis-perfluoroalkenylzinc reagents upon iodinolysis produced cis-1-iodoperfluoroalkenes [(E)-RFCF=CFI] in 68-70% isolated yield. (C) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2005.12.022
• 作为产物：
  描述：

  1H,1H-perfluoroheptyl nonaflate 在 potassium fluoride 作用下， 以 三甘醇二甲醚 为溶剂， 反应 5.0h， 以71%的产率得到1H,1H-perfluoroheptane
  参考文献：
  名称：

  An efficient stereoselective preparation of cis-perfluoroalkenylzinc reagents [(E)-RFCFCFZnCl] by the metallation of 1H,1H-perfluoroalkanes and their derivatization to cis-1-arylperfluoroalkenes [(Z)-RFCFCFAr]

  摘要：

  Various 1H1H-perfluoroalkanes (RFCF2CH2F, R-F = CF3, C2F5, C4F9, C5F11, C6F13, C10F21) were metallated using LDA in a THF solution of ZnCl2 at RT or -78 degrees C to produce the corresponding perfluoroalkenylzinc reagents (RFCF=CFZnCl) in a cis-selective fashion. An increased yield (75-83%) and cis-selectivity (>89%) of the perfluoroalkenylzinc reagents were observed for metallation reactions performed at -78 degrees C. The cis selectivity was excellent for 1H,1H-perfluoroalkanes with larger RF groups (C4F9, C5F11, C6F13, >96%). The cis-perfluoroalkenylzinc [(E)-RFCF=CFZnCl] reagents were coupled with aryl iodides to obtain cis-1-arylperfluoroalkenes [(Z)-RFCF=CFAr] in 71-95% isolated yields. The cis-perfluoroalkenylzinc reagents upon iodinolysis produced cis-1-iodoperfluoroalkenes [(E)-RFCF=CFI] in 68-70% isolated yield. (C) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2005.12.022

文献信息

• US5811473A
  申请人：——

  公开号：US5811473A

  公开（公告）日：1998-09-22
• [EN] COMPOSITIONS COMPRISING 1,1,1,2,2,3,4,5,5,6,6,7,7,7-TETRADECAFLUOROHEPTANE AND USES THEREOF<br/>[FR] COMPOSITIONS A BASE DE 1,1,1,2,2,3,4,5,5,6,6,7,7,7-TETRADECAFLUOROHEPTANE ET UTILISATIONS
  申请人：DU PONT

  公开号：WO2006086683A2

  公开（公告）日：2006-08-17

  [EN] The present invention relates to compositions comprising HFC-63-14mcee. The compositions may be azeotropic or azeotrope-like and are useful in cleaning applications, as a defluxing agent, for removing oils or residues from a surface, depositing or removing lubricants from a surface, and as refrigerants or heat transfer fluids in refrigeration systems, air-conditioners and heat pumps.
  [FR] La présente invention concerne des compositions à base de HFC-63-14mcee. Lesdites compositions peuvent être azéotropiques ou de type azéotrope et peuvent être utilisées dans des applications de nettoyage, comme agent de defluxage, pour éliminer des huiles ou résidus d'une surface, pour déposer ou éliminer des lubrifiants d'une surface, et comme réfrigérants ou fluides de transfert de chaleur dans les systèmes de réfrigération, les dispositifs de climatisation et les pompes à chaleur.
• [EN] COMPOSITIONS COMPRISING 1,1,1,2,2,3,4,5,5,6,6,7,7,7-TETRADECAFLUOROHEPTANE AND USES THEREOF<br/>[FR] COMPOSITIONS A BASE DE 1,1,1,2,2,3,4,5,5,6,6,7,7,7-TETRADECAFLUOROHEPTANE ET LEURS UTILISATIONS
  申请人：DU PONT

  公开号：WO2006086683A3

  公开（公告）日：2007-05-18

  [EN] The present invention relates to compositions comprising HFC-63-14mcee (1, 1, 1, 1, 2, 2, 3, 4, 5, 5, 6, 6, 7, 7, 7,- tetradecafluoroheptane). The compositions may be azeotropic or azeotrope-like and are useful in cleaning applications, as a defluxing agent, for removing oils or residues from a surface, depositing or removing lubricants from a surface, and as refrigerants or heat transfer fluids in refrigeration systems, air-conditioners and heat pumps.
  [FR] La présente invention concerne des compositions à base de HFC-63-14mcee (1,1,1,2,2,3,4,5,5,6,6,7,7,7-tétradécafluoroheptane). Lesdites compositions peuvent être azéotropiques ou de type azéotrope et peuvent être utilisées dans des applications de nettoyage, comme agent de defluxage, pour éliminer des huiles ou résidus d'une surface, pour déposer des lubrifiants sur une surface ou les éliminer de celle-ci, et comme réfrigérants ou fluides de transfert de chaleur dans les systèmes de réfrigération, les dispositifs de climatisation et les pompes à chaleur.
• An efficient stereoselective preparation of cis-perfluoroalkenylzinc reagents [(E)-RFCFCFZnCl] by the metallation of 1H,1H-perfluoroalkanes and their derivatization to cis-1-arylperfluoroalkenes [(Z)-RFCFCFAr]
  作者：Anilkumar Raghavanpillai、Donald J. Burton

  DOI：10.1016/j.jfluchem.2005.12.022

  日期：2006.5

  Various 1H1H-perfluoroalkanes (RFCF2CH2F, R-F = CF3, C2F5, C4F9, C5F11, C6F13, C10F21) were metallated using LDA in a THF solution of ZnCl2 at RT or -78 degrees C to produce the corresponding perfluoroalkenylzinc reagents (RFCF=CFZnCl) in a cis-selective fashion. An increased yield (75-83%) and cis-selectivity (>89%) of the perfluoroalkenylzinc reagents were observed for metallation reactions performed at -78 degrees C. The cis selectivity was excellent for 1H,1H-perfluoroalkanes with larger RF groups (C4F9, C5F11, C6F13, >96%). The cis-perfluoroalkenylzinc [(E)-RFCF=CFZnCl] reagents were coupled with aryl iodides to obtain cis-1-arylperfluoroalkenes [(Z)-RFCF=CFAr] in 71-95% isolated yields. The cis-perfluoroalkenylzinc reagents upon iodinolysis produced cis-1-iodoperfluoroalkenes [(E)-RFCF=CFI] in 68-70% isolated yield. (C) 2006 Elsevier B.V. All rights reserved.