2-methyl-3-perfluorohexylpropionitrile | 1274722-59-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-methyl-3-perfluorohexylpropionitrile
• 英文别名: 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-2-methylnonanenitrile；4,4,5,5,6,6,7,7,8,8,9,9,9-Tridecafluoro-2-methylnonanenitrile
• CAS: 1274722-59-6
• 化学式: C₁₀H₆F₁₃N
• 分子量: 387.144
• InChiKey: RPDYMBHOOYCGKA-UHFFFAOYSA-N

物化性质

• 沸点：
  201.4±40.0 °C(Predicted)
• 密度：
  1.497±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  全氟己基碘烷 、 甲基丙烯腈 在 三(三甲基硅基)硅烷 、 sodium thiosulfate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 6.0h， 以48%的产率得到2-methyl-3-perfluorohexylpropionitrile
  参考文献：
  名称：

  Photoinduced radical hydroperfluoroalkylation and the synthesis of fluorinated amino acids and peptides

  摘要：

  The photoinduced radical hydroperfluoroalkylation of unsaturated carboxylic acids using TTMSS as a H-donor was successfully developed. The stereoselective reaction using Oppolzer's camphorsultum was also achieved to give high stereoselectivity. The reaction was also effective for N-phthalimide-dehydroamino acid and the product was easily converted to the corresponding amino acid and a peptide derivative. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2013.02.019

文献信息

• Eosin Y-Catalyzed Visible-Light-Induced Hydroperfluoroalkylation of Electron-Deficient Alkenes
  作者：Satsuki Shigenaga、Haruko Shibata、Koto Tagami、Tadashi Kanbara、Tomoko Yajima

  DOI：10.1021/acs.joc.2c01827

  日期：2022.11.4

  eosin Y-catalyzed hydroperfluoroalkylation of electron-deficient alkenes is described herein. The reaction proceeded smoothly under visible light irradiation and selectively afforded a hydroperfluoroalkylated product. Various perfluoroalkyl bromides and electron-deficient olefins can be used in this reaction, and all chemicals required for this reaction are safe and readily available.

  本文描述了缺电子烯烃的曙红Y催化的氢全氟烷基化。反应在可见光照射下顺利进行，选择性地得到氢全氟烷基化产物。该反应可以使用各种全氟烷基溴和缺电子烯烃，并且该反应所需的所有化学品都是安全且易于获得的。
• Photoinduced radical hydroperfluoroalkylation and the synthesis of fluorinated amino acids and peptides
  作者：Tomoko Yajima、Kanako Yamaguchi、Rie Hirokane、Emiko Nogami

  DOI：10.1016/j.jfluchem.2013.02.019

  日期：2013.6

  The photoinduced radical hydroperfluoroalkylation of unsaturated carboxylic acids using TTMSS as a H-donor was successfully developed. The stereoselective reaction using Oppolzer's camphorsultum was also achieved to give high stereoselectivity. The reaction was also effective for N-phthalimide-dehydroamino acid and the product was easily converted to the corresponding amino acid and a peptide derivative. (C) 2013 Elsevier B.V. All rights reserved.