1,2-difluorododecane | 103225-37-2

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 英文名称: 1,2-difluorododecane
• CAS: 103225-37-2
• 化学式: C₁₂H₂₄F₂
• 分子量: 206.319
• InChiKey: KCYDXCDPKJXRKU-UHFFFAOYSA-N

物化性质

• 沸点：
  259.5±8.0 °C(Predicted)
• 密度：
  0.867±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  14
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-十二烯十二碳烯α-十二碳烯α-十二碳烯 在 triethylamine pentahydrogen fluoride salt 、 碘 、 Selectfluor 作用下， 以 1,2-二氯乙烷 为溶剂， 以69 %的产率得到1,2-difluorododecane
  参考文献：
  名称：

  分子碘作为烯烃二氟化催化剂

  摘要：

  首次揭示了分子碘催化烯烃的二氟化反应。该二氟化反应提供了一种简单实用的实验方法，可应用于许多带有合成有用的官能团（例如酯、酰胺、羟基和芳基）的脂肪族和芳香族烯烃。这种烯烃二氟化的初步机理研究表明存在两个催化循环：IF驱动循环和IF加合物催化循环。

  DOI：

  10.1021/acs.joc.4c00179

文献信息

• Difluorination of Alkenes with Iodotoluene Difluoride
  作者：Shoji Hara、Jun Nakahigashi、Kenji Ishi-i、Masaki Sawaguchi、Hiroshi Sakai、Tsuyoshi Fukuhara、Norihiko Yoneda

  DOI：10.1055/s-1998-1714

  日期：1998.5

  Terminal and cyclic alkenes reacted with iodotoluene difluoride and Et3N-5HF to give vic-difluoro products selectively.

  端位和环状烯烃与碘甲苯二氟化物和Et3N-5HF反应，选择性地生成邻位二氟化物产物。
• Method of fluorination
  申请人：Hara Shoji

  公开号：US20060014972A1

  公开（公告）日：2006-01-19

  A method of fluorination comprising reacting monosaccharides, oligosaccharides, polysaccharides, composite saccharides formed by bonding of these saccharides with proteins and lipids and saccharides having polyalcohols, aldehydes, ketones and acids of the polyalcohols, and derivatives and condensates of these compounds with a fluorinating agent represented by general formula (I) thermally or under irradiation with microwave or an electromagnetic wave having a wavelength around the microwave region. In accordance with the method, the fluorination at a selected position can be conducted safely at a temperature in the range of 150 to 200° C. where the reaction is difficult in accordance with conventional methods. The above method comprising the irradiation with microwave or an electromagnetic wave having a wavelength around the microwave region can be applied to substrates other than saccharides. When a complex compound comprising HF and a base is reacted under irradiation with microwave, fluorination at a specific position which is difficult in accordance with conventional methods proceeds highly selectively, efficiently in a short time and safely.

  一种氟化方法，包括通过热力学或微波辐射或波长在微波区域附近的电磁波与一种通式为(I)的氟化试剂反应，反应单糖，低聚糖，多糖，由这些糖与蛋白质和脂质结合形成的复合糖和具有多元醇，醛，酮和多元醇的酸以及这些化合物的衍生物和缩聚物。根据该方法，可以在150到200°C的温度范围内安全地进行选择性的氟化反应，而在传统方法中难以进行。上述方法包括使用微波或波长在微波区域附近的电磁波辐射，可应用于除糖类以外的基质。当HF和碱组成的复合物在微波辐射下反应时，难以在传统方法中进行的特定位置的氟化反应高度选择性，高效地在短时间内安全进行。
• <i>N</i>,<i>N’</i>‐Difluoro‐2,2’‐bipyridinium Bis(tetrafluoroborate): a New Terminal Oxidant for Iodoarene‐catalyzed Fluorination Reactions
  作者：Tsugio Kitamura、Daichi Kitamura、Juzo Oyamada、Masahiro Higashi、Yosuke Kishikawa

  DOI：10.1002/adsc.202300265

  日期：2023.8.15

  iodoarene-catalyzed fluorination reactions as a terminal oxidant is reported. This reaction is effective for the fluorination of simple alkenes, aromatic alkenes and 1,3-dicarbonyl compounds, giving 1,2-difluorinated alkanes, geminal difluorinated compounds, 2-fluorinated-1,3-dicarbonyl compounds in good to high yields, respectively. This is a useful fluorination reaction that not only improves the issues

  报道了一种新的 N−F 试剂，N , N '-二氟-2,2'-联吡啶鎓双（四氟硼酸盐），作为末端氧化剂用于碘芳烃催化的氟化反应。该反应可有效氟化简单烯烃、芳香烯烃和1,3-二羰基化合物，分别以良好至高产率生成1,2-二氟化烷烃、偕二氟化化合物、2-氟化-1,3-二羰基化合物。这是一种有用的氟化反应，不仅改善了使用传统 mCPBA 作为末端氧化剂的氟化反应的问题，而且构建了更简单的催化循环。本发明的NF试剂可以作为2,2'-联吡啶回收。
• METHOD OF FLUORINATION
  申请人：MITSUBISHI GAS CHEMICAL COMPANY, INC.

  公开号：EP1568703A1

  公开（公告）日：2005-08-31

  A method of fluorination comprising reacting monosaccharides, oligosaccharides, polysaccharides, composite saccharides formed by bonding of these saccharides with proteins and lipids and saccharides having polyalcohols, aldehydes, ketones and acids of the polyalcohols, and derivatives and condensates of these compounds with a fluorinating agent represented by general formula (I) thermally or under irradiation with microwave or an electromagnetic wave having a wavelength around the microwave region. In accordance with the method, the fluorination at a selected position can be conducted safely at a temperature in the range of 150 to 200°C where the reaction is difficult in accordance with conventional methods. The above method comprising the irradiation with microwave or an electromagnetic wave having a wavelength around the microwave region can be applied to substrates other than saccharides. When a complex compound comprising HF and a base is reacted under irradiation with microwave, fluorination at a specific position which is difficult in accordance with conventional methods proceeds highly selectively, efficiently in a short time and safely.

  一种氟化方法，包括使单糖、低聚糖、多糖、这些糖与蛋白质和脂类结合形成的复合糖、具有多元醇、多元醇的醛、酮和酸的糖、以及这些化合物的衍生物和缩合物与通式(I)代表的氟化剂进行热反应或在微波或波长在微波区域附近的电磁波照射下进行反应。根据该方法，可在 150 至 200°C 的温度范围内安全地进行所选位置的氟化反应，而在此温度范围内，根据传统方法很难进行反应。上述方法包括用微波或波长在微波区域附近的电磁波进行辐照，可用于糖类以外的基质。在微波辐照下反应由氟化氢和碱组成的复杂化合物时，在传统方法难以进行的特定位置上的氟化反应可在短时间内高效、安全地进行，且选择性高。
• METHOD OF FLUORINATION BY MICROWAVES
  申请人：Mitsubishi Gas Chemical Company, Inc.

  公开号：EP2189466A2

  公开（公告）日：2010-05-26

  A method of fluorination which comprises fluorinating a substrate by bringing the substrate and a fluorinating agent into reaction with each other under irradiation with at least one of microwave and electromagnetic wave having a wavelength around a microwave region; wherein the substrate is selected from the group consisting of monohydroxy alcohol; polyol having a plurality of hydroxyl groups; thiol; a compound having a carbonyl group or carboxyl group; an aromatic compound exhibiting an increased nucleophilicity due to the presence of an electron-attracting group; aromatic diazonium salt; oligosaccharide and polysaccharide; hydrocarbon having a cage shape; and epoxide; and the fluorinating agent is represented by general formula (I): wherein Y represents nitrogen atom or phosphorus atom, R0, R1 and R2 represent hydrogen atom or an alkyl or aryl group which may have substituents, the atom and the groups represented by R0, R1 and R2 may be the same with or different from each other, and two or three of the groups represented by R0, R1, and R2 may be bonded to each other to form a ring.

  一种氟化方法，包括在微波和波长在微波区域附近的电磁波中的至少一种的辐照下，使基质和氟化剂相互反应，从而使基质氟化；其中基质选自由单羟基醇组成的组；具有多个羟基的多元醇；硫醇；具有羰基或羧基的化合物；由于存在引电子基团而亲核 性增强的芳香族化合物；芳香族重氮盐；寡糖和多糖；具有笼形的碳氢化合物；以及环氧 物；氟化剂由通式(I)表示： 其中 Y 代表氮原子或磷原子，R0、R1 和 R2 代表氢原子或可带有取代基的烷基或芳基，R0、R1 和 R2 所代表的原子和基团可以彼此相同或不同，R0、R1 和 R2 所代表的两个或三个基团可以彼此键合形成环。