perfluoro-1-methylindan | 56594-69-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: perfluoro-1-methylindan
• 英文别名: Perfluoro-1-methylindane；1,1,2,2,3,4,5,6,7-Nonafluoro-3-(trifluoromethyl)-2,3-dihydro-1H-indene；1,1,2,2,3,4,5,6,7-nonafluoro-3-(trifluoromethyl)indene
• CAS: 56594-69-5
• 化学式: C₁₀F₁₂
• 分子量: 348.091
• InChiKey: QFEAAXPVUPDIKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  perfluoro-1-methylindan 在 五氟化锑 、 三氟乙酸 作用下， 反应 3.0h， 以96%的产率得到perfluoro-3-methylindan-1-one
  参考文献：
  名称：

  Transformation of perfluorinated benzocycloalkenes and alkylbenzenes to their carbonyl derivatives under the action of CF3COOH/SbF5

  摘要：

  Perfluorinated benzocycloalkenes (benzocyclobutene, indan, tetralin), alkylbenzocycloalkenes and alkylbenzenes react with CF3COOH/SbF5 at 20-50 degrees C giving the corresponding carbonyl derivatives. (c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2007.05.020
• 作为产物：
  描述：

  全氟(3-甲基茚) 在 氢氟酸 、 硝酸 、 五氟化锑 作用下， 反应 88.0h， 生成 perfluoro-1-methylindan
  参考文献：
  名称：

  Fluoro-indenes. Part 14. Interaction of perfluorinated 3-methyl-indene and 1-methylene-indan with nitrating agents in anhydrous HF

  摘要：

  The reaction of perfluorinated 3-methyl-indene and 1-methylene-indan with nitrating agents in anhydrous HF leads to the formation of perfluoro-indan containing an oxygen function together with nitrofluorination products. From an analysis of the experimental data and the results of MNDO calculations of the starting compounds (including perfluorinated indene and 2-methyl-indene), their radical cations and polyfluorinated nitro-indanyl cations, a scheme for the process has been suggested including both a classical electrophilic route and a route involving radical cations of the substrates. The latter are assumed to be generated together with NO2. from the intermediate nitro-indanyl cations.

  DOI：

  10.1016/s0022-1139(00)80469-8

文献信息

• Carbonylation of polyfluorinated indans, tetralins and perfluoro-2,3-dihydrobenzofuran under the action of CO/SbF5
  作者：Yaroslav V. Zonov、Victor M. Karpov、Tatyana V. Mezhenkova、Vyacheslav E. Platonov

  DOI：10.1016/j.jfluchem.2018.07.014

  日期：2018.10

  Perfluoroindan and its 4-CF3, 5-CF3, 5-CH3, 1,1-H,H derivatives add two CO molecules to form the corresponding dimethyl indan-1,1-dicarboxylates after methanolysis, and/or 1-hydroindan-1-carboxylic acids after hydrolysis. 1-X-Perfluoroindans (XCF3, C2F5, C6F5, H) and 1-X-perfluorotetralins (XC2F5, C6F5) add one CO molecule at the 1-position to give the corresponding 1-carbonyl fluorides. Reaction of the latter

  在室温和大气压下，在CO / SbF 5的作用下，将多氟茚满和四氢化萘羰基化。Perfluoroindan及其4-CF 3，5-CF 3，5-CH 3，1,1- H，H的衍生物添加两个CO分子以形成相应的甲醇分解后二甲基茚满-1,1-二羧酸，和/或1-水解后的氢化茚满-1-羧酸。1-X-全氟茚满（X CF 3，C 2 F 5，C 6 F 5，H）和1-X-全氟四氢化萘（X C 2 F 5，C 6 F 5））在1位加一个CO分子，得到相应的1-羰基氟化物。后者与甲醇反应得到甲酯，而水解伴随脱羧作用。全氟-2,3-二氢苯并呋喃在CO / SbF 5的作用下同时生成单羰基和二羰基化产物。
• Generation of perfluorinated 1-alkylbenzocyclobuten-1-yl and 1-alkylindan-1-yl cations. On paradoxical stabilizing influence of an electron-withdrawing perfluoroisopropyl group on the relative stabilities of the cations
  作者：Tatyana V. Mezhenkova、Victor M. Karpov、Irina V. Beregovaya、Yaroslav V. Zonov、Igor P. Chuikov、Vyacheslav E. Platonov

  DOI：10.1016/j.jfluchem.2016.10.009

  日期：2016.12

  alkylbenzocycloalken-1-yl cations containing a fluorine atom or a perfluoroalkyl group in the cationic centre were generated. Contrary to expectations, a number of stable long‐lived perfluoro-1-isopropylbenzocycloalken-1-yl cations containing an electron-withdrawing perfluoroisopropyl group in the cationic centre have been obtained. The DFT (B3LYP/6-31G*) calculations showed that the relative stabilities of isomeric

  当将全氟-1-烷基苯并环丁烯和-茚满溶解在过量的SbF 5中时，会产生在阳离子中心含有氟原子或全氟烷基的全氟烷基苯并环烯-1-基阳离子。与预期相反，已获得许多在阳离子中心含有吸电子全氟异丙基的稳定的长寿命全氟-1-异丙基苯并环烯基-1-基阳离子。DFT（B3LYP / 6-31G *）计算表明，从CF 3移出时，阳离子中心含氟原子或全氟烷基的异构阳离子的相对稳定性发生变化，有利于阳离子中心含全氟烷基的阳离子。到CF（CF 3）2 这与实验数据一致。
• EMULSION OF PERFLUORORGANIC COMPOUNDS FOR MEDICAL PURPOSES, METHOD FOR PRODUCING SAID EMULSION AND METHODS FOR CURING AND PREVENTING DISEASES WITH THE AID OF THE EMULSION
  申请人：Otkrytoe Aktsionernoe Obchestvo Nauchno-Proizvodstvennaya Firma "Perftoran"

  公开号：EP1306083A1

  公开（公告）日：2003-05-02

  An emulsion of perfluoroorganic compounds (PFOCs) with gas-transporting properties for intravascular administration comprises a perfluorocarbon rapidly eliminable from the organism and a perfluorinated tertiary amine slowly eliminable from the organism and further comprises at least three kinds of PFOC admixtures taken in small amounts, which are close in their structure and physicochemical properties to the main components and make up a series of PFOCs with gradually changing properties. The emulsion also contains minor admixtures of H-perfluoroalkanes. Such a composition contributes to the formation of a more homogeneous and stable non-clustered perfluorocarbon phase inside the emulsion particles. The PFOC emulsion is stabilized by a polyoxyethylene-polyoxypropylene copolymer. The formulation of the composition provides stability of the emulsion under storage and on entry into the blood flow, as well as a low viscosity of the PFOC emulsion, which secures a high dynamic oxygen capacity of the preparation and improves the delivery of oxygen to tissues. When preparing the emulsion, the stabilizing agent is heated at a temperature of up to 75°C, all the components are saturated with carbon dioxide gas, and the homogenization is carried out with feeding carbon dioxide gas, whereby the origination of peroxides is minimized and the reactogenicity is thus reduced. It is proposed to use PFOC emulsions as a means for treating air-and fat embolism, obliterating vascular injuries of extremities and poisoning with lipophilic poisons, as well as for preventing toxic injuries caused by various xenobiotics.

  一种用于血管内给药的具有气体传输特性的全氟有机化合物（PFOC）乳剂，由一种可从生物体内快速消除的全氟碳化合物和一种可从生物体内缓慢消除的全氟叔胺组成，还包括至少三种少量的全氟有机化合物混合物，这些混合物的结构和理化性质与主要成分接近，并构成一系列性质逐渐变化的全氟有机化合物。乳液中还含有少量的全氟烷烃外加剂。这种成分有助于在乳液颗粒内部形成更均匀、更稳定的非成团全氟碳化物相。全氟辛烷磺酸乳液由聚氧乙烯-聚氧丙烯共聚物稳定。该组合物的配方使乳液在储存和进入血流时保持稳定，并使全氟辛烷磺酸乳液的粘度较低，从而确保制剂具有较高的动态氧容量，提高向组织输送氧气的能力。 在制备乳剂时，将稳定剂在高达 75°C 的温度下加热，用二氧化碳气体使所有成分达到饱和，并用二氧化碳气体进行均质，从而最大限度地减少过氧化物的产生，降低反应性。 建议使用 PFOC 乳剂治疗空气和脂肪栓塞、四肢血管损伤和亲脂毒物中毒，以及预防各种异种生物造成的毒性损伤。
• Formation of a perfluoro-4-methyl-2-benzopyrilium salt from perfluoro-1-methylindane in a glass-SbF3 system
  作者：V. M. Karpov、T. V. Mezhenkova、V. E. Platonov、G. G. Yakobson

  DOI：10.1007/bf00958018

  日期：1991.3
• Karpov, Victor M.; Mezhenkova, Tatyana V.; Platonov, Vyacheslav E., Bulletin de la Societe Chimique de France, 1986, # 6, p. 980 - 985
  作者：Karpov, Victor M.、Mezhenkova, Tatyana V.、Platonov, Vyacheslav E.、Yakobson, Georg G.

  DOI：——

  日期：——