1-(methoxymethyl)-2,3,4,5,6-pentafluorobenzene | 66286-23-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(methoxymethyl)-2,3,4,5,6-pentafluorobenzene
• 英文别名: 2,3,4,5,6-pentafluorobenzyl methyl ether；2,3,4,5,6-Pentafluorobenzyl alcohol, methyl ether；1,2,3,4,5-pentafluoro-6-(methoxymethyl)benzene
• CAS: 66286-23-5
• 化学式: C₈H₅F₅O
• 分子量: 212.119
• InChiKey: FSZDLTKNKGCHKE-UHFFFAOYSA-N

物化性质

• 沸点：
  139.2±35.0 °C(Predicted)
• 密度：
  1.417±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(methoxymethyl)-2,3,4,5,6-pentafluorobenzene 、 4-isocyano-1,1'-biphenyl 以 苯 为溶剂， 生成 (Z)-N-([1,1'-biphenyl]-4-yl)-2,3,4,6-tetrafluoro-5-(methoxymethyl)benzimidoyl fluoride 、 (Z)-N-([1,1'-biphenyl]-4-yl)-2,3,5,6-tetrafluoro-4-(methoxymethyl)benzimidoyl fluoride
  参考文献：
  名称：

  C ？紫外线照射下含异腈的全氟化芳烃中的F活化

  摘要：

  由于氟化芳烃在农业化学，药物化学和材料科学中的巨大价值，开发氟化芳烃的方法的开发非常重要。它们可以通过芳烃氟化或部分芳烃脱氟来获得。但是，碳氟键属于最强的σ键，这使CF活化极具挑战性。此处表明，在温和的条件下，通过简单的紫外线照射，芳基和烷基异腈可以有效地活化全氟芳烃中的强CF键。反应是通过将异腈正式直接插入CF键而没有任何过渡金属而进行的。活化发生在芳烃CF键上，而脂肪族CF债券仍未反应。对于选定的全氟芳烃，CF活化具有很高的区域选择性，所得的亚氨基酰氟被转化为其他有价值的化合物。理论研究为反应机理提供了见识。

  DOI：

  10.1002/chem.201502298
• 作为产物：
  描述：

  五氟苯甲醛 在 sodium hydride 作用下， 以 乙醇 为溶剂， 反应 72.0h， 生成 1-(methoxymethyl)-2,3,4,5,6-pentafluorobenzene
  参考文献：
  名称：

  Laser Flash Photolysis Study of Phenylcarbene and Pentafluorophenylcarbene

  摘要：

  Laser flash photolysis (LFP) (XeCl, 308 nm, 17 ns) of phenyldiazomethane and pentafluorophenyldiazomethane releases phenylcarbene (PC) and pentafluorophenylcarbene (PFPC), respectively. In acetonitrile solvent the carbenes react rapidly to form nitrile ylides which have convenient absorption maxima for optical detection (lambda(max)=350 nm). Phenylcarbene and pentafluorophenylcarbene each react with acetonitrile with an absolute rate constant of 2.4x10(6) M-1 s(-1) in CF2ClCFCl2 (Freon-113) at ambient temperature. The lifetimes of spin-equilibrated PC and PFPC are 190 and 500 ns in Freon-113, respectively. and the lifetime of each carbene is deduced to be 22 ns in neat acetonitrile. LFP of phenyl and pentafluorophenyldiazomethane in the presence of pyridine leads to the expected pyridine ylide. The observed absolute rate constants of reaction of spin equilibrated PC and PFPC with pyridine are 1.9 x 10(7) and 5.1 x 10(7) M-1 s(-1), respectively, in Freon-113 at ambient temperature. From this data, one can deduce singlet-triplet splittings (Delta G(ST), 298 K) of 2.3 and 3.1 kcal/mol for PC and PFPC, respectively, which is the difference in energy between the triplet minimum and the point of intersection of the singlet and triplet carbene plus pyridine surfaces. LFP of phenyldiazomethane and pentafluorophenyldiazomethane in acetonitrile containing carbene scavengers (e.g., alcohols, alkenes, and silanes) gives reduced yields of nitrile ylides. Analysis of the yield of ylide as a function of quencher by the Stern-Volmer method gives k(Q) tau values of carbene quenching. Low-temperature (77 K) photolysis of pentafluorophenyldiazomethane generates the persistent EPR spectrum of triplet pentafluorophenylcarbene which is the ground state of this carbene. However, photolysis of pentafluorophenyldiazomethane at ambient temperature generates stable reaction products derived from capture of singlet pentafluorophenylcarbene. Thus the properties of pentafluorophenylcarbene are remarkably similar to those of phenylcarbene. Each carbene has a triplet ground state but reacts in solution at ambient temperature through a low-lying excited singlet state. The lack of a fluorine substituent effect on the behavior of phenylcarbene is compared to that in singlet phenylnitrene.

  DOI：

  10.1021/jp963332s

文献信息

• [EN] BROAD SPECTRUM ANTIVIRALS AGAINST CORONAVIRUS<br/>[FR] ANTIVIRAUX À LARGE SPECTRE CONTRE LE CORONAVIRUS
  申请人：UNIV KANSAS STATE

  公开号：WO2021202460A1

  公开（公告）日：2021-10-07

  Compounds exhibiting antiviral activity and/or inhibition of viral replication against viruses, particularly those belonging to the picornavirus-like supercluster, including coronavirus having a formula: (I) where X comprises a cyclic moiety, R2 is a branched or unbranched alkyl, cycloalkyl, aryl, arylalkyl, alkenyl, alkynyl, amino acid side chain, bicyclic or tricyclic side chain, combinations, and substituted forms thereof, and Z is selected from the group consisting of C1-C6 hydroxyalkyl, aldehydes, alpha- ketoamides, and bisulfite salts, and in particular -CH2OH, -CHO, -CH(0H)S03 -Na+, and - [0(C=0)Rw]S03 -Na+.

  显示抗病毒活性和/或针对病毒复制的抑制作用的化合物，特别是属于类似小核糖病毒超簇的病毒，包括具有以下结构的冠状病毒：（I），其中X包括一个环状基团，R2是支链或非支链烷基，环烷基，芳基，芳基烷基，烯基，炔基，氨基酸侧链，双环或三环侧链，它们的组合和取代形式，Z选自羟基烷基，醛，α-酮胺和亚硫酸盐等物种组成的群体，特别是-CH2OH，-CHO，-CH(0H)S03-Na+，以及-[0(C=0)Rw]S03-Na+。
• 一种制备多氟苯甲基甲醚的方法
  申请人：沈阳中化农药化工研发有限公司

  公开号：CN113801019A

  公开（公告）日：2021-12-17

  本发明涉及农药和医药领域，具体地是在一种利用镓催化剂催化多氟苯甲酸甲酯制备多氟苯甲基甲醚的方法。以氯化镓作为催化剂，在还原剂的存在下，将原料多氟苯甲酸甲酯还原为多氟苯甲醇甲醚；其中，还原剂为含氢硅烷。本发明的制备工艺简单、廉价、催化剂稳定，产品收率高、反应条件温和。
• CARBAZOLOCARBAZOL-BIS(DICARBOXIMIDES) AND THEIR USE AS SEMICONDUCTORS
  申请人：BASF SE

  公开号：EP2742112B1

  公开（公告）日：2016-05-18
• POLYMER, INK AND ORGANIC FILM
  申请人：Yamamoto Satoshi

  公开号：US20130253131A1

  公开（公告）日：2013-09-26

  A polymer including: a polyaryl backbone; and an organic side-chain group including a partial structure represented by the following General Formula (I) or (II).
• SUBSTITUTED TERRYLENE AND QUATERRYLENE DERIVATES AND USE AS SEMICONDUCTORS THEREOF
  申请人：BASF SE

  公开号：US20150179954A1

  公开（公告）日：2015-06-25

  Disclosed are terrylene and quaterrylene derivates of general formula (I) and the use thereof as organic semiconductor materials.