3-(6-chlorododecafluorohexyl)coumarin | 132605-43-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 3-(6-chlorododecafluorohexyl)coumarin
• 英文别名: 3-(6-Chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluorohexyl)chromen-2-one
• CAS: 132605-43-7
• 化学式: C₁₅H₅ClF₁₂O₂
• 分子量: 480.637
• InChiKey: SOQOIJBZBHEATO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  sodium perfluorohexylsulfinate 、 3-(6-chlorododecafluorohexyl)coumarin 在 manganese triacetate 、 乙酸酐 、 溶剂黄146 作用下， 以 乙腈 为溶剂， 以58%的产率得到3-(6-Chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-hexyl)-6-tridecafluorohexyl-chromen-2-one
  参考文献：
  名称：

  The reaction of sodium perfluoroalkanesufinates with coumarin

  摘要：

  The reaction of sodium perfluoroalkanesufinates with coumarin in the presence of Mn(OAc)(3). 2H(2)O was studied. Sodium perfluoroalkanesufinates, RFSO2Na [R-F=F(CF2)(6), 2a; F(CF2)(7), 2b; F(CF2)(8), 2c; Cl(CF2)(4), 2d; Cl(CF2)(6), 2e],reacted readily with a small excess of coumarin to give the corresponding 3-perfluoroalkylated coumarins (3a-e), while poly-perfluoroalkylation of coumarin occurred when excess 2 was used in the reaction, and 3,6-diperfluoroalkylcoumarins (4) and 3,6,8-triperfluoroalkylcoumarins (5) were isolated as major products according to the ratio of starting materials. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(99)00008-1
• 作为产物：
  描述：

  1-氯-1,1,2,2,3,3,4,4,5,5,6,6-十二氟-6-碘己烷 、 香豆素 在 rongalite 、 碳酸氢钠 作用下， 以 水 、 乙腈 为溶剂， 反应 7.0h， 以67%的产率得到3-(6-chlorododecafluorohexyl)coumarin
  参考文献：
  名称：

  Direct perfluoroalkylation of coumarins by perfluoroalkyl iodides in the presence of sodium hydroxymethanesulphinate (Rongalite)

  摘要：

  C(3)取代的全氟烷基香豆素通过在氢氧基甲基亚磺酸钠（Rongalite）存在下，将香豆素与全氟烷基碘化物反应而制备。

  DOI：

  10.1039/c39900001781

文献信息

• Direct perfluoroalkylation of coumarins by perfluoroalkyl iodides in the presence of sodium hydroxymethanesulphinate (Rongalite)
  作者：Bingnan Huang、Jintao Liu、Weiyuan Huang

  DOI：10.1039/c39900001781

  日期：——

  C(3) substituted perfluoroalkylcoumarins are prepared readily by the reaction of coumarins with perfluoroalkyl iodides in the presence of sodium hydroxymethanesulphinate (Rongalite).

  C(3)取代的全氟烷基香豆素通过在氢氧基甲基亚磺酸钠（Rongalite）存在下，将香豆素与全氟烷基碘化物反应而制备。
• HUANG, BINGNAN;LIU, JINTAO;HUANG, WEIYUAN, J. CHEM. SOC. CHEM. COMMUN.,(1990) N4, C. 1781-1782
  作者：HUANG, BINGNAN、LIU, JINTAO、HUANG, WEIYUAN

  DOI：——

  日期：——
• Huang, Bing-Nan; Liu, Jin-Tao; Huang, Wei-Yuan, Journal of the Chemical Society. Perkin transactions I, 1994, # 1, p. 101 - 104
  作者：Huang, Bing-Nan、Liu, Jin-Tao、Huang, Wei-Yuan

  DOI：——

  日期：——
• The reaction of sodium perfluoroalkanesufinates with coumarin
  作者：Jin-Tao Liu、Wei-Yuan Huang

  DOI：10.1016/s0022-1139(99)00008-1

  日期：1999.6

  The reaction of sodium perfluoroalkanesufinates with coumarin in the presence of Mn(OAc)(3). 2H(2)O was studied. Sodium perfluoroalkanesufinates, RFSO2Na [R-F=F(CF2)(6), 2a; F(CF2)(7), 2b; F(CF2)(8), 2c; Cl(CF2)(4), 2d; Cl(CF2)(6), 2e],reacted readily with a small excess of coumarin to give the corresponding 3-perfluoroalkylated coumarins (3a-e), while poly-perfluoroalkylation of coumarin occurred when excess 2 was used in the reaction, and 3,6-diperfluoroalkylcoumarins (4) and 3,6,8-triperfluoroalkylcoumarins (5) were isolated as major products according to the ratio of starting materials. (C) 1999 Elsevier Science S.A. All rights reserved.