全氟正丁烷 | 355-25-9

• 物质功能分类: 化学试剂 - 有机试剂 - 卤代脂肪烃
• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 中文名称: 全氟正丁烷
• 中文别名: 全氟丁烷；十氟丁烷
• 英文名称: perfluorobutane
• 英文别名: decafluorobutane；Sonazoid；perfluoro-n-butane；AI 700；Perflubutane；1,1,1,2,2,3,3,4,4,4-decafluorobutane
• CAS: 355-25-9
• 化学式: C₄F₁₀
• mdl: MFCD00042080
• 分子量: 238.028
• InChiKey: KAVGMUDTWQVPDF-UHFFFAOYSA-N

物化性质

• 熔点：
  -84,5°C
• 沸点：
  -2 °C
• 密度：
  1,517 g/cm3
• 颜色/状态：
  Colorless gas
• 溶解度：
  In water, 10.56 mg/L at 25 °C (est)
• 蒸汽压力：
  2.01X10+3 mm Hg at 25 °C
• 稳定性/保质期：

  Stable.

• 分解：
  If the product is exposed to extreme conditions of heat from misuse or equipment failure, toxic decomposition products that include hydrogen fluoride can occur.

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  14
• 可旋转键数：
  1
• 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：
  10

ADMET

毒理性

• 毒性总结

识别和使用：全氟丁烷是一种无色气体。它被用作医学研究化学品，以及作为超声造影剂。人类暴露和毒性：71名接受前列腺活检的患者接受了全氟丁烷微泡（商品名：Sonazoid）的静脉注射。对比剂给药后的安全观察期为2天。不良事件的发生率为6.7%，不良反应的发生率为4%。动物研究：对小鼠单次静脉注射用于超声成像的气体载体对比剂，导致了盲肠和近端结肠（盲肠结肠区域）的炎症、坏死和溃疡，以及肝脏的局部坏死。在大鼠单次静脉注射气体载体对比剂后，也发现了类似的肠道损伤。在豚鼠或兔多次静脉注射Sonazoid后，未发现肠道或肝脏损伤。在狗身上，连续28天每天静脉注射后，发现了盲肠和/或结肠的最轻微到轻度粒细胞炎症，但在连续14天每天注射或单次注射后未发现。提出大鼠和小鼠在单次静脉注射气体载体对比剂后出现的肠道和肝脏损伤是由一个共同的机制引起的：在气体过饱和的组织中，气体载体剂的血管内生长，如大鼠和小鼠的盲肠壁中发生的情况。在这种特殊环境中，不断增长的气体泡会导致盲肠和结肠壁以及肝脏的缺血和坏死。

IDENTIFICATION AND USE: Perfluorobutane is a colorless gas. It is used as a medical research chemical, and as an ultrasound contrast agent. HUMAN EXPOSURE AND TOXICITY: Seventy-one patients undergoing prostate biopsy received intravenous injection of perfluorobutane microbubbles (Sonazoid). The safety observation period was 2 days after contrast administration. The incidence of adverse events was 6.7% and that of adverse reactions was 4%. ANIMAL STUDIES: Single intravenous administration of gas-carrier contrast agents used in ultrasound imaging to mice caused inflammation, necrosis, and ulceration of cecum and proximal colon (cecocolonic area) and focal necrosis in the liver. Similar intestinal lesions were also found in rats after treatment with a single iv administration of a gas-carrier contrast agent. No intestinal or hepatic lesions were found in guinea pigs or rabbits after repeated intravenous administrations of Sonazoid. In dogs, minimal to mild granulocytic inflammation of the cecum and/or colon was found after daily repeated intravenous injections for 28 days, but not after daily repeated administration for 14 days nor after a single administration. It is proposed that the intestinal and hepatic lesions in rats and mice after a single intravenous injection of gas-carrier contrast agents are caused by a common mechanism: intravascular growth of gas-carrier agents in tissues with gas supersaturation, as occurs in the cecal wall of rats and mice. In this particular environment the growing gas bubbles cause ischemia and necrosis in the cecal and colonic wall and liver.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 副作用

其他毒物 - 简单窒息剂

Other Poison - Simple Asphyxiant

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

毒理性

• 解毒与急救

/SRP:/ 紧急急救：确保已经进行了充分的中和。如果患者停止呼吸，请开始人工呼吸，最好使用需求阀复苏器、袋阀面罩装置或口袋面罩，按训练进行操作。如有必要，执行心肺复苏。立即用缓慢流动的水冲洗受污染的眼睛。不要催吐。如果患者呕吐，让患者向前倾或将其置于左侧卧位（如果可能，头部向下）以保持呼吸道畅通，防止误吸。保持患者安静，维持正常体温。寻求医疗救助。 /卤代脂肪烃及其相关化合物/

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Halogenated aliphatic hydrocarbons and related compounds/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

/SRP:/ 基本治疗：建立专利气道（如有需要，使用口咽或鼻咽气道）。如有必要，进行吸痰。观察呼吸不足的迹象，如有必要，进行辅助通气。通过非重复呼吸面罩以10至15升/分钟的速度给予氧气。监测肺水肿，并在必要时进行治疗……。监测休克，并在必要时进行治疗……。预期癫痫发作，并在必要时进行治疗……。对于眼睛污染，立即用水冲洗眼睛。在运输过程中，用0.9%的生理盐水（NS）连续冲洗每只眼睛……。不要使用催吐剂。对于摄入，如果患者能够吞咽、有强烈的呕吐反射且不流口水，则用水冲洗口腔，并给予5毫升/千克，最多200毫升的水进行稀释。给予活性炭……。在去污后，用无菌敷料覆盖皮肤烧伤……。/卤代脂肪烃及相关化合物/

/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . Cover skin burns with sterile dressings after decontamination ... . /Halogenated aliphatic hydrocarbons and related compounds/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

/SRP:/ 高级治疗：对于昏迷、严重肺水肿或严重呼吸困难的病人，考虑进行口咽或鼻咽插管以控制气道。使用带气囊的面罩进行正压通气可能有帮助。考虑使用药物治疗肺水肿……监测心率和必要时治疗心律失常……开始静脉输注D5W TKO。如果出现低血容量的迹象，使用0.9%的生理盐水（NS）或乳酸钠林格液（LR）。对于伴有低血容量迹象的低血压，谨慎给予液体。如果病人在正常液体容量下出现低血压，考虑使用血管收缩剂。注意观察心脏兴奋和液体过载的迹象……用安定（Valium）或劳拉西泮（Ativan）治疗癫痫……使用丙美卡因盐酸辅助眼部冲洗……/卤代脂肪烃及其相关化合物/

/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W TKO. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasosupressors if patient is hypotensive with a normal fluid volume. Watch for signs of cardiac irritability and fluid overload ... . Treat seizures with diazepam (Valium) or lorazepam (Ativan) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Halogenated aliphatic hydrocarbons and related compounds/

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

这项研究已经完成，旨在检查哪些细胞负责清除新的超声对比剂Sonazoid，并研究这些气态微泡的摄取是否干扰了涉及细胞的功能。将Sonazoid注入大鼠，并通过电子显微镜研究灌注固定的肝脏，结果显示Sonazoid微泡专门被库普弗细胞内化，即位于肝窦中的巨噬细胞，而不是被实质、星状或内皮细胞内化。这是首次证明库普弗细胞内完整吞噬气态微泡。在注射相当于临床肝脏成像预期剂量的20倍的Sonazoid全氟丁烷微泡后，这些微泡被库普弗细胞摄取，并未导致之前显示为库普弗细胞吞噬有用指示标记的放射性标记微球蛋白微球的摄取和降解发生可测量的变化。

This study has been performed to examine which cells are responsible for the hepatic clearance of the new ultrasound contrast agent Sonazoid and to study whether uptake of these gas microbubbles disturbs the function of the cells involved. Sonazoid was injected into rats and perfused fixed livers were studied by electron microscopy, which revealed that the Sonazoid microbubbles were exclusively internalized in Kupffer cells, i.e. by the macrophages located in the liver sinusoids, and not by parenchymal, stellate or endothelial cells. This is the first demonstration of intact phagocytosed gas microbubbles within Kupffer cells. Uptake of the Sonazoid perfluorobutane microbubbles by the Kupffer cells following injection of a dose corresponding to 20x the anticipated clinical dose for liver imaging did not result in measurable changes in the uptake and degradation of radioactively labelled albumin microspheres previously shown to be a useful indicator marker for Kupffer cell phagocytosis.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

新型超声对比剂Sonazoid以0.8和8微升每千克体重的含全氟丁烷（PFB）微泡的剂量通过静脉注射到大鼠体内。从血液、肝脏、脾脏、脂肪、肾脏、肌肉、心脏、肺和大脑中采集样本，并通过验证的气相色谱质谱方法分析PFB气体。在任何药代动力学参数上，未观察到性别或剂量之间的差异。对于所有组织，在第一个时间点（即注射后5分钟）观察到最高浓度（肝脏中占注射剂量的51%；总回收率为69%）。组织中PFB的最高浓度在脾脏>肝脏>肺>肾脏>>其他组织。在给药后24小时，组织中剩余的PFB总量为1.9%。这些数据与以下发现相吻合：在给雄性大鼠注射8微升微泡/千克的Sonazoid剂量后，超过50%的注射PFB在给药后20分钟内通过呼出的空气回收。在给药后最初的24小时内，超过96%的PFB剂量通过呼出的空气回收。

The new ultrasound contrast agent Sonazoid was injected IV in rats at doses of 0.8 and 8 muL perfluorobutane (PFB)-containing microbubbles/kg body weight. Samples were obtained from blood, liver, spleen, fat, kidney, muscle, heart, lung and brain from both males and females and the PFB gas was analyzed using validated gas chromatography mass spectrometry methods. No differences were observed between genders or doses for any of the pharmacokinetic parameters. For all tissues, the highest concentrations were observed at the first time point (i.e., 5 min postinjection) (51% of injected dose in liver; total recovery of 69%). The highest concentrations of PFB in tissue were observed in spleen > liver > lung > kidney >> other tissues. At 24 hr after dosing, the total amount of PFB remaining in the tissues was 1.9%. These data fit well with the finding that after a Sonazoid dose of 8 microL microbubbles/kg to male rats, more than 50% of the injected PFB was recovered in exhaled air by 20 min after dosing. During the first 24 hr after administration, more than 96% of the PFB dose was recovered in exhaled air.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

这些研究旨在确定静脉注射AI-700在大鼠体内的药代动力学、组织分布和呼出消除动力学。AI-700是由含有十氟丁烷（DFB）的多孔微球组成，用作超声对比剂。[Pd]-AI-700以静脉注射方式给予大鼠（10毫克微球/千克）。在指定时间收集的血液和组织样本通过电感耦合等离子体质谱法（ICP-MS）分析钯含量。AI-700也以静脉注射方式给予大鼠（40毫克微球/千克），并在一段时间内收集呼出的空气。通过验证的吸附阱-热解析-气相色谱-质谱方法分析呼出空气样本中的DFB。[Pd]-AI-700中的钯在给药后5分钟内从血液中清除，浓度下降了大约50-85%。在给药后1440分钟，从网状内皮系统器官中回收了52-72%的钯剂量。大约77%的静脉注射DFB在给药后3小时内出现在呼出空气中，大部分DFB剂量（61+/-6%）在给药后前10分钟内呼出。正如预期的那样，微球通过网状内皮系统清除，DFB在呼出空气中消除，超过一半的DFB在给药后前10分钟内消除。

The purpose of these studies was to determine the pharmacokinetics, tissue distribution, and exhaled elimination kinetics in rats for intravenously administered AI-700, which consists of porous microspheres containing decafluorobutane (DFB), for use as an ultrasound contrast agent. [Pd]-AI-700 was administered intravenously to rats (10 mg microspheres/kg). Blood and tissue samples collected at specified times were analyzed for palladium by inductively coupled plasma-mass spectrometry (ICP-MS). AI-700 was also administered intravenously to rats (40 mg microspheres/kg) and expired air was collected over time. Expired air samples were analyzed for DFB by validated adsorbent trapping-thermal desorption-gas chromatography-mass spectrometry methodology. Pd from [Pd]-AI-700 was cleared from blood with a ca. 50-85% decline from peak concentration within 5 min. At 1440 min post-dose, 52-72% of the Pd dose was recovered from organs of the reticuloendothelial system. Approximately 77% of the intravenously injected DFB was found in expired air within 3h after dosing, with most of the DFB dose (61+/-6%) expired within the first 10 min after dosing. As expected, the microspheres were cleared through the reticuloendothelial system, and the DFB was eliminated in expired air, with more than half of the DFB eliminated within the first 10 min after dosing.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

声学造影剂Sonazoid（注册商标）以0.6微升微泡/千克体重的静脉注射或以1.2微升微泡/千克体重的速度连续输注30分钟的方式给予健康志愿者和肺弥散功能降低的患者。从32名受试者收集了呼出的空气和血液样本，并使用经过验证的气相色谱-质谱方法分析了全氟丁烷（PFB）气体。血液中PFB浓度呈双相下降，分布半衰期（t0.5至15）为2至3分钟，消除半衰期（t15至120）为30至45分钟。在气体扩散受损的患者中，曲线下面积（AUC）值显著高于健康志愿者。PFB的呼出动力学有些许变化，消除半衰期（t15至120）为28至111分钟。PFB的清除与研究对象和给药方式无关。研究中没有死亡案例，也没有导致受试者退出研究的严重不良事件。除了健康志愿者中关节痛为主要不良反应外，无论是以团注注射还是输注方式给予Sonazoid，健康志愿者和患病受试者的不良反应特征没有差异。对实验室参数（血清生化、血液学和尿液分析）、生命体征、血氧饱和度和心电图（ECGs）的评估显示没有引起安全担忧的变化。

The ultrasound contrast agent Sonazoid trademark was administered as an i.v. bolus injection of 0.6 uL microbubbles/kg body weight or as a continuous infusion over 30 min at a rate of 1.2 uL microbubbles/kg body weight to healthy volunteers and patients with reduced pulmonary diffusing capacity. Expired air and blood samples were collected from 32 subjects and perfluorobutane (PFB) gas was analyzed using validated gas chromatography mass spectrometry methods. Blood concentrations of PFB declined biphasicly with a distribution half-life (t(0.5 to 15)) of 2 to 3 min and an elimination half-life (t(15 to 120)) of 30 to 45 min. Area under the curve (AUC) values in patients with impaired gas diffusion were significantly larger than those in healthy volunteers. The exhalation kinetics were somewhat variable with a PFB elimination half-life (t(15 to 120)) of 28 to 111 min. Clearance of PFB was independent of study population and mode of administration. There were no deaths and no serious adverse events that resulted in the withdrawal of a subject from the study. With the exception that arthralgia predominated in healthy volunteers, healthy volunteers and diseased subjects did not show a different adverse event profile whether Sonazoid was administered as a bolus injection or as an infusion. Assessment of laboratory parameters (serum biochemistry, hematology and urinalysis), vital signs, oxygen saturation and electrocardiograms (ECGs) showed no changes which caused safety concern.

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• TSCA：
  T
• 危险等级：
  2.2
• 危险品标志：
  Xi
• 安全说明：
  S3,S7
• 海关编码：
  2903399090
• 危险类别：
  2.2
• 危险品运输编号：
  3163

反应信息

• 作为反应物：
  描述：

  十八碳烯 、 全氟正丁烷 在 盐酸 、 偶氮二异丁腈 、 锌 作用下， 生成 1,1,1,2,2,3,3,4,4-nonafluorodocosane
  参考文献：
  名称：

  氢氟烷烃中有机溶剂无限稀释时的活度系数

  摘要：

  已经研究了氟化合物与包含不同官能团的其他分子相互作用的问题。报告了含氢氟烷烃和不同有机物的混合物的无限稀释活度系数数据的测量结果。从这些数据出发，使用基团贡献概念（UNIFAC模型）可以表征含氟基团与其他有机基团之间的相互作用。即使对于没有实验信息的混合物，这种表征也可以预测热力学行为。

  DOI：

  10.1016/0022-1139(94)03178-3
• 作为产物：
  描述：

  全氟丁基磺酰氟 在 4-二甲氨基吡啶 作用下， 反应 4.0h， 生成 全氟正丁烷
  参考文献：
  名称：

  Amine-Induced Decomposition of Perfluoroalkanesulfonyl Fluorides

  摘要：

  全氟烷基磺酰氟（CnF2n+1SO2F）在三级杂芳香族或脂肪族胺的存在下，即使在零下 20 ℃ 也会缓慢分解，生成相应的全氟烷烃（CnF2n+2）和胺-二氧化硫加合物。

  DOI：

  10.1055/s-2008-1067007
• 作为试剂：
  描述：

  、 biotin DPPE 、 Propyleneglycol glycerol 在 全氟正丁烷 、 水 作用下， 以 水 为溶剂， 反应 0.1h， 生成 D-生物素
  参考文献：
  名称：

  Diagnostic/therapeutic agents

  摘要：

  可定向诊断和/或治疗活性剂，例如超声对比剂，包括悬浮在水基载体液中的报告物，其包含气体或产生气体的材料，该剂能够与目标形成至少两种类型的结合对。

  公开号：

  US20020102217A1

文献信息

• The electrochemical fluorination of N-containing carboxylic acids (Part 4). Fluorination of methyl 3-dialkylamino-isobutyrates and methyl 3-dialkylamino-n-butyrates
  作者：Takashi Abe、Haruhiko Fukaya、Eiji Hayashi、Yoshio Hayakawa、Masakazu Nishida、Hajime Baba

  DOI：10.1016/0022-1139(93)03019-i

  日期：1994.2

  Several methyl esters of 3-dialkylamino-substituted n- and isobutyric acids have been subjected to electrochemical fluorination to give the corresponding perfluoroacid fluorides. Dimethyl, diethyl, pyrrolidino, morpholino, piperidino and N-methylpiperazino groups were investigated as dialkylamino substituents. The structure/yield relationship was evaluated both in terms of the structure of the acid and

  3-二烷基氨基取代的正丁酸和异丁酸的几种甲酯已经进行了电化学氟化反应，得到了相应的全氟代氟化物。研究了作为二烷基氨基取代基的二甲基，二乙基，吡咯烷基，吗啉代，哌啶子基和N-甲基哌嗪子基团。分别根据酸的结构和氨基的种类评价了结构/产率关系。由具有异丁酸骨架的甲酯比具有正丁酸基团的甲酯得到的全氟氟化物的收率更高，并且由具有环状氨基的酸得到的无氟氟化物的收率更高。
• Investigation of CF2 carbene on the surface of activated charcoal in the synthesis of trifluoroiodomethane via vapor-phase catalytic reaction
  作者：Guang-Cheng Yang、Shi Lei、Ren-Ming Pan、Heng-Dao Quan

  DOI：10.1016/j.jfluchem.2008.10.004

  日期：2009.2

  This paper investigates the synthetic mechanism of trifluoroiodomethane (CF3I) in the reaction of trifluoromethane and iodine via vapor-phase catalytic reaction. It is suggested that CF2 carbene is the key intermediate and is formed in the pyrolysis process of CHF3 at high temperature. However, in pyrolysis of CHF3 under activated charcoal (AC) existing conditions, no C2F4 was detected. H2 and 2-methyl-2-butene

  本文研究了三氟碘甲烷（CF 3 I）通过气相催化反应在三氟甲烷与碘反应中的合成机理。提示CF 2卡宾是关键中间体，是CHF 3在高温下的热解过程中形成的。但是，在活性炭（AC）的现有条件下热解CHF 3时，未检测到C 2 F 4。H 2和2-甲基-2-丁烯无法捕获CF 2卡宾。当用H 2处理用过的AC上的残留化合物时，会在该过程中形成CH 4。建议CF 2卡宾与AC牢固结合，并在加热下转变为CF 3自由基。另外，发现AC不仅是形成CF 3 I的催化剂载体，还是促进CF 2卡宾和CF 3自由基形成的助催化剂。
• The electrochemical fluorination of nitrogen-containing carboxylic acids. Fluorination of methyl esters of 3-dialkylamino propionic acids
  作者：Takashi Abe、Eiji Hayashi、Haruhiko Fukaya、Yoshio Hayakawa、Hajime Baba、Shigeki Ishikawa、Kinya Asahino

  DOI：10.1016/s0022-1139(00)82821-3

  日期：1992.4

  Six methyl esters of 3-dialkylamino-substituted propionic acids were subjected to electrochemical fluorination to give the corresponding perfluoroacid fluorides. The following dialkylamino substituents were investigated: diethylamino, di-n-propyl-amino, di-n-butylamino, pyrrolidino, morpholino and piperidino groups. These perfluoroacid fluorides, which were obtained in fair yields, are considered to

  将3-二烷基氨基取代的丙酸的六种甲酯进行电化学氟化，得到相应的全氟代氟化物。研究了以下二烷基氨基取代基：二乙基氨基，二正丙基氨基，二正丁基氨基，吡咯烷基，吗啉代和哌啶子基。这些以合理收率获得的全氟酸氟化物被认为是制备软质（可降解）含氟化合物的潜在关键前体。这些盐在水溶液中显示出明显降低的表面张力。报告了所获得的所有全氟酸氟化物的物理性质，以及它们的光谱数据（19 F NMR，质谱和IR光谱）。
• Free radical chemistry. Part 5. [1] A new approach to the synthesis of perfluorinated ethers
  作者：Richard D. Chambers、Brian Grievson、Frederick G. Drakesmith、Richard L. Powell

  DOI：10.1016/s0022-1139(00)82331-3

  日期：1985.9

  Fluorinations of the free-radical adducts of fluorinated alkenes, to ethers, over cobalt trifluoride are described and perfluorinated ethers are obtained at temperatures in excess of 400°C. The effect of structure on the formation of perfluoroethers is outlined.

  描述了在三氟化钴上氟化烯烃的自由基加合物向醚的氟化，并且在超过400°C的温度下获得了全氟化醚。概述了结构对全氟醚形成的影响。
• The electrochemical fluorination of nitrogen-containing carboxylic acids. Fluorination of methyl esters of cyclic amino-group substituted carboxylic acids
  作者：Takashi Abe、Eiji Hayashi、Haruhiko Fukaya、Hajime Baba

  DOI：10.1016/s0022-1139(00)80494-7

  日期：1990.11

  Nine methyl esters of cyclic amino-group substituted carboxylic acids related to glycine, alanine or β-alanine were subjected to electrochemical fluorination. This afforded the corresponding perfluoroacid fluorides together with cleavage products in fair yields. As cyclic amino-substituents, pyrrolidino-, morpholino-, piperidino-, hexamethyleneimino- and N′-methyl-piperazinyl-groups were investigated

  对与甘氨酸，丙氨酸或β-丙氨酸有关的环状氨基取代的羧酸的九种甲酯进行电化学氟化。这样以合理的产率得到了相应的全氟氟化物和裂解产物。作为环状氨基取代基，研究了吡咯烷基，吗啉代，哌啶子基，六亚甲基亚氨基和N'-甲基哌嗪基。未观察到环化副产物的形成，这与脂族二烷基氨基取代的羧酸的氟化形成对比。从这样的2-环氨基丙酸甲酯[环氨基：吡咯烷基，吗啉代或哌啶子基]，与全氟酸氟化物一起得到全氟甲基酯，产率为1-2％和14-29。 ％ 分别。前一种化合物的形成归因于庞大的环状氨基的阻断作用。报告了所获得的新化合物的物理性质及其光谱（19 F NMR，质量和IR）数据。

表征谱图