2H,2H,3H,3H,4H,4H-perfluorododecanoyl chloride | 187866-93-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 英文名称: 2H,2H,3H,3H,4H,4H-perfluorododecanoyl chloride
• 英文别名: 5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-Heptadecafluorododecanoyl chloride
• CAS: 187866-93-9
• 化学式: C₁₂H₆ClF₁₇O
• 分子量: 524.605
• InChiKey: JBPGOZOFIGXELA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  2H,2H,3H,3H,4H,4H-perfluorododecanoyl chloride 在 叠氮基三甲基硅烷 作用下， 反应 0.25h， 生成
  参考文献：
  名称：

  Nouveaux procédés de préparation des isocyanates F-alkylés linéaires ou ramifiés à partir des iodures de 2-F-alkyléthyle

  摘要：

  Isocyanates are extremely versatile compounds in organic synthesis, but their synthesis is not easy. One of the most convenient methods uses acids as intermediates. In the F-alkyl series, it is sometimes difficult to obtain them by a general way. We have managed an efficient synthetic route to F-alkyl acids through malonates from 2-F-alkylethyl iodides.

  DOI：

  10.1016/s0022-1139(98)00235-8
• 作为产物：
  描述：

  2-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)-malonic acid 在 氯化亚砜 、 硫酸 作用下， 以 四氯化碳 为溶剂， 反应 6.5h， 生成 2H,2H,3H,3H,4H,4H-perfluorododecanoyl chloride
  参考文献：
  名称：

  Synthèse d’acides α-aminés racémiques à chaı̂ne perfluoroalkylée

  摘要：

  The simple and effective syntheses of racemic alpha-amino-acids of general formula R-F(CH2)(n-1)Y (Y=CH(NH2)CO2H) (R-F=C6F13, C8F17; n=3,10) have been described, (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(98)00340-6

文献信息

• Fluorous derivatives of (1R,2R)-diaminocyclohexane as chiral ligands for metal-catalyzed asymmetric reactions
  作者：Jerome Bayardon、Denis Sinou、Orsolya Holczknecht、Lászlo Mercs、Gianluca Pozzi

  DOI：10.1016/j.tetasy.2005.05.040

  日期：2005.7

  Perfluoroalkyl-substituted, enantiopure diamines derived from (1R,2R)-diaminocyclohexane were conveniently prepared from readily available precursors. In situ generated metal complexes of these ligands were tested as chiral catalysts in three standard asymmetric reactions (cyclopropanation of styrene, hydrogen transfer reduction of acetophenone, and allylic alkylation of 1,3diphenyl-2-propenyl acetate) affording enantioselectivities of up to 47% in the copper-catalyzed cyclopropanation of styrene. (c) 2005 Elsevier Ltd. All rights reserved.