2-氟癸酸乙酯 | 141765-95-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 2-氟癸酸乙酯
• 英文名称: Ethyl 2-fluorodecanoate
• CAS: 141765-95-9
• 化学式: C₁₂H₂₃FO₂
• 分子量: 218.312
• InChiKey: NDJVRVJTLZRUEO-UHFFFAOYSA-N

物化性质

• 沸点：
  236.5±8.0 °C(Predicted)
• 密度：
  0.925±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  15
• 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：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-氟癸酸乙酯 在 lithium hydroxide monohydrate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 12.0h， 生成 2-fluorodecanoic acid
  参考文献：
  名称：

  苯并恶唑与1-氟-1-卤代烷烃的直接铜催化C-H单氟烷基化

  摘要：

  铜催化的交叉偶联反应使苯并恶唑首次与1-氟-1-卤代烷烃进行直接C–H单氟烷基化反应，后者带有β-氢且在反应中心附近没有任何导向基团。

  DOI：

  10.1002/ejoc.201901929
• 作为产物：
  描述：

  1-bromo-2-fluorodecane 在 chromium(VI) oxide 、 氢氧化钾 、 硫酸 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 41.0h， 生成 2-氟癸酸乙酯
  参考文献：
  名称：

  Lipase-catalyzed resolution of 2-fluorodecanoic acid

  摘要：

  Kinetic resolutions of alkyl (+/-)-2-fluorodecanoates by lipase-catalyzed hydrolysis and of (+/-)-2-fluorodecanoic acid by lipase-catalyzed esterification are described for the first time. (C) 2000 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00572-8

文献信息

• The Activation of Carbon−Chlorine Bonds in Per- and Polyfluoroalkyl Chlorides:  DMSO-Induced Hydroperfluoroalkylation of Alkenes and Alkynes with Sodium Dithionite
  作者：Zheng-Yu Long、Qing-Yun Chen

  DOI：10.1021/jo9900937

  日期：1999.6.1

  omega-dichloroperfluoroalkanes, the similarly stepwise reactions with an alkene is not clean, both bis-adducts and the corresponding omega-hydrides, RCH(2)CH(2)(CF(2))(n)()H as byproducts are also formed. In the absence of alkenes or alkynes, per- and polyfluoroalkyl chlorides can be converted to their sulfinate salts and sulfonyl chlorides.

  在DMSO中，全氟烷基氯，R（F）Cl与烯烃或炔烃的加成反应可以在75-（1.5）Na（2）S（2）O（4）和NaHCO（3）的存在下平稳进行80摄氏度，持续4-10小时，得到相应的加合物（RCH（2）CH（2）R（F）或RCH = CHR（F））。乙基氯氟-（1f），氯二氟-（1g）乙酸酯，甚至非氟化化合物，例如二氯乙基（1h），乙酸氯（1i）和氯仿（1j）也可以进行类似的反应。用> 3当量的烯烃和Na（2）处理ω-碘（或氯）全氟烷基氯化物[X（CF（2））（n）（）Cl，n = 2、4，X = I或Cl] S（2）O（4）直接给出对称的双取代烷烃（RCH（2）CH（2））（2）（CF（2））（n）（）。对称和非对称双取代的加合物RCH（2）CH（2）（CF（2））（n）（）CH（2）CH（2）R' ω-碘全氟烷基氯也可以逐步得到，即通过单加合物RCH（2）CH（2）（CF（2））（n）
• Nickel catalyzed reaction of iodofluoroacetates with alkenes as a facile route to α-fluoroesters
  作者：Yong Wang、Zhen-Yu Yang、Donald J. Burton

  DOI：10.1016/0040-4039(92)88160-7

  日期：1992.4

  Reaction of iodofluoroacetates with alkenes and zinc in the presence of nickel dichloride hexahydrate and pyridine in THF affords the corresponding α-fluoroesters in good yields.

  在六水合二氯化镍和吡啶存在下，碘氟乙酸盐与烯烃和锌的反应以良好的产率得到相应的α-氟代酯。
• METHOD FOR PRODUCING FLUORINATED COMPOUND
  申请人：DAIKIN INDUSTRIES, LTD.

  公开号：US20190071376A1

  公开（公告）日：2019-03-07

  This invention solves the problem of providing an efficient, new method for producing a fluoromethylene-containing compound. The problem can be solved by a method for producing a compound represented by formula (1) or a ring-closed or ring-opened derivative of the compound, wherein R 1 represents an organic group, R X represents hydrogen or fluorine, R 2a , R 2b , R 2c , and R 2d are the same or different, and each represents —Y—R 21 or —N(—R 22 ) 2 , or R 2b and R 2c may join together to form a bond, wherein Y represents a bond, oxygen, or sulfur, R 21 represents hydrogen or an organic group, and R 22 , in each occurrence, is the same or different and represents hydrogen or an organic group; the method comprising step A of reacting a compound represented by formula (2), wherein X represents a leaving group, and other symbols are as defined above, with a compound represented by formula (3), wherein the symbols are as defined above, in the presence of a reducing agent under light irradiation.

  这项发明解决了提供一种用于生产含氟甲烯基化合物的高效新方法的问题。该问题可通过一种用于生产由化学式（1）表示的化合物或该化合物的环闭合或环开放衍生物的方法来解决，其中R1代表有机基团，RX代表氢或氟，R2a、R2b、R2c和R2d相同或不同，每个代表—Y—R21或—N(—R22)2，或者R2b和R2c可以结合形成键，其中Y代表键、氧或硫，R21代表氢或有机基团，每次出现的R22相同或不同，代表氢或有机基团；该方法包括以下步骤：A. 在光照射下，在存在还原剂的条件下，使化学式（2）表示的化合物与化学式（3）表示的化合物发生反应。
• Novel and practical preparation of α-fluoro-functionalized esters from fluoroiodoacetates
  作者：Chengxin Zhi、Qing-Yun Chen

  DOI：10.1039/p19960001741

  日期：——

  The addition reaction of fluoroiodoacetates 2 to various electron-rich alkenes 3 initiated by iron powder in dry THF at 70-80 degrees C gave 1 : 1 adducts 4 in good yields. A variety of functionalities in the alkenes such as trimethylsilyl, alkoxy, acetoxy, hydroxy and ester could be tolerated under the reaction conditions. Reduction of the adducts 4 with Zn-AcOH in ethanol or Zn-NiCl2 . 6H(2)O in moist THF was readily accomplished, and the overall procedure was amenable to a convenient one-flask procedure, Treatment of fluoroiodoacetates 2 with electron-deficient alkenes 7 in the presence of an Fe-CrCl3 . 6H(2)O-bpy bimetal redox system in ethanol at 70-80 degrees C resulted in the formation of iodine-free 1 : 1 adducts 8 in moderate to good yields. It is proposed that the addition reactions of fluoroiodoacetates 2 to electron-rich and electron-deficient alkenes proceeded through a single-electron-transfer mechanism.
• Direct Copper-Catalyzed C-H Monofluoroalkylation of Benzoxazoles with 1-Fluoro-1-haloalkanes
  作者：Wei Li、Andrii Varenikov、Mark Gandelman

  DOI：10.1002/ejoc.201901929

  日期：2020.6.8

  Copper‐catalyzed cross‐coupling reaction allowed the first direct C–H monofluoroalkylation of benzoxazole with 1‐fluoro‐1‐haloalkanes, which bear β‐hydrogens and no directing groups in vicinity to the reaction center.

  铜催化的交叉偶联反应使苯并恶唑首次与1-氟-1-卤代烷烃进行直接C–H单氟烷基化反应，后者带有β-氢且在反应中心附近没有任何导向基团。