2H,2H,3H,3H,4H,4H-perfluorododecanoic acid | 27854-32-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2H,2H,3H,3H,4H,4H-perfluorododecanoic acid
• 英文别名: 5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-heptadecafluorododecanoic Acid
• CAS: 27854-32-6
• 化学式: C₁₂H₇F₁₇O₂
• 分子量: 506.159
• InChiKey: ZIEPTPOJELTJJR-UHFFFAOYSA-N

物化性质

• 熔点：
  93-94 °C
• 沸点：
  92 °C(Press: 0.6 Torr)
• 密度：
  1.610±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 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：
  37.3
• 氢给体数：
  1
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  2H,2H,3H,3H,4H,4H-perfluorododecanoic acid 在 lithium aluminium tetrahydride 、 硫酸 、 水 、 氢溴酸 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-heptadecafluorododecyl bromide
  参考文献：
  名称：

  Synthèse d'acides ω perfluoroalkylalcanoı̈ques et d'ω perfluoroalkylalcanols

  摘要：

  DOI：

  10.1016/s0022-1139(99)00078-0
• 作为产物：
  描述：

  1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-十七氟-10-碘庚烷 在 氢氧化钾 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 27.0h， 生成 2H,2H,3H,3H,4H,4H-perfluorododecanoic acid
  参考文献：
  名称：

  Convenient synthesis of thiols and disulfides in the polyfluorinated series incorporating a butylic spacer

  摘要：

  New fluorinated thiols R-F(CH2)(p)SH and disulfides [R-F(CH2)(p)S](2) containing a butylic spacer (p=4) between the perfluorinated part and the thiol (or disulfide) function were easily obtained in good yields with a purity higher than 98%. This allows us to obtain homologues (p>4) for their use as synthetic intermediates or as constituents for molecular organized systems. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00303-8

文献信息

• Spontaneous Chirality Induction and Enantiomer Separation in Liquid Crystals Composed of Achiral Rod-Shaped 4-Arylbenzoate Esters
  作者：Hyeon Su Jeong、Shingo Tanaka、Dong Ki Yoon、Suk-Won Choi、Yun Ho Kim、Susumu Kawauchi、Fumito Araoka、Hideo Takezoe、Hee-Tae Jung

  DOI：10.1021/ja905785d

  日期：2009.10.21

  spontaneously induced chirality and enantiomeric separation in liquid crystal and soft crystal systems composed of achiral rod-shaped 4-arylbenzoate esters is described. Negligibly small circular dichroism (CD) signals are produced in the smectic A (SmA) phases of these substances, and the signals were found to increase with increasing smectic order. Since the advent of chirality occurs in freely suspended

  描述了在由非手性棒状 4-芳基苯甲酸酯组成的液晶和软晶体系统中自发诱导手性和对映体分离的发现。在这些物质的近晶 A (SmA) 相中产生了可忽略不计的小圆二色性 (CD) 信号，并且发现这些信号随着近晶顺序的增加而增加。由于手性的出现发生在自由悬浮的薄膜中，它不是表面效应的结果。在这些薄膜的不同位置，正负 CD 信号均以相同的概率被观察到。振动 CD 光谱和理论计算用于分析与棒状分子诱导手性相关的构象变化。
• Fluorous Oligonucleotide Reagents and Affinity Purification of Oligonucleotides
  申请人：Berry David A.

  公开号：US20100087634A1

  公开（公告）日：2010-04-08

  Fluorous-tagged oligonucleotide reagents and an oligonucleotide purification methodology making use thereof, the method comprising: Synthesizing oligonucleotides using oligonucleotide reagents each bearing at least one fluorous group to yield a mixture of synthesis products and reagents, the mixture including at least one target synthesized oligonucleotide bearing at least one fluorous group; passing the mixture through a separation medium having an affinity for the at least one fluorous group so that the target synthesized oligonucleotide bearing at least one fluorous group is adsorbed by the separation medium; washing the separation medium with at least a first solvent to selectively dissociate therefrom substantially all synthesis products and reagents of the heterogenous mixture other than the at least one target synthesized oligonucleotide bearing at least one fluorous group; and subsequently dissociating the at least one synthesized oligonucleotide from the separation medium, with or without the fluorous group.

  含氟标记的寡核苷酸试剂及其利用的寡核苷酸纯化方法，该方法包括：使用每个带有至少一个氟基团的寡核苷酸试剂合成寡核苷酸，以产生一种合成产物和试剂的混合物，其中包括至少一种带有至少一个氟基团的目标合成寡核苷酸；将混合物通过具有亲和力的分离介质，使带有至少一个氟基团的目标合成寡核苷酸被分离介质吸附；使用至少一种第一溶剂清洗分离介质，以选择性地分离除带有至少一个氟基团的目标合成寡核苷酸之外的异质混合物中的所有合成产物和试剂；随后将至少一个合成寡核苷酸与或不与氟基团从分离介质中解离。
• Nouveaux procédés de préparation des isocyanates F-alkylés linéaires ou ramifiés à partir des iodures de 2-F-alkyléthyle
  作者：P. Lucas、M.A. Jouani、H. Trabelsi、A. Cambon

  DOI：10.1016/s0022-1139(98)00235-8

  日期：1998.10

  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.
• 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.
• Synthèse d’acides α-aminés racémiques à chaı̂ne perfluoroalkylée
  作者：D TraAnh、H Blancou、A Commeyras

  DOI：10.1016/s0022-1139(98)00340-6

  日期：1999.2

  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.