1,2,3,4-tetrafluoro-6,7-dimethylnaphthalene | 19128-06-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,2,3,4-tetrafluoro-6,7-dimethylnaphthalene
• 英文别名: 1,2,3,4-Tetrafluor-6,7-dimethyl-naphthalin；2,3-Dimethyl-5,6,7,8-tetrafluoronaphthalene
• CAS: 19128-06-4
• 化学式: C₁₂H₈F₄
• 分子量: 228.189
• InChiKey: YDAJJIVFTHZYOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  五氟苯基溴化镁 生成 1,2,3,4-tetrafluoro-6,7-dimethylnaphthalene
  参考文献：
  名称：

  芳烃化学。第五部分。四氟苯并Some的一些加成反应

  摘要：

  描述了向苯和单，二，三，四和六烷基苯中添加四氟苯并与向四氢化萘，萘和蒽中添加。在所有这些反应中，仅分离出1，4-加成产物。报道了一些分离出的化合物的热解。讨论了产物的质子磁共振谱和某些化合物的质谱。

  DOI：

  10.1039/j39680000664

文献信息

• Bergman Cyclization of Fluorinated Benzo-Fused Enediynes to Naphthalene Derivatives: Syntheses and Structures
  作者：Christopher M. Kane、Tiffany B. Meyers、Xin Yu、Michael Gerken、Markus Etzkorn

  DOI：10.1002/ejoc.201001747

  日期：2011.6

  Fluorinated naphthalene derivatives were prepared by Bergman cyclization of fluorinated benzo-fused enediynes. This route provides access to the aromatic target compounds in a two-step procedure from commercially available precursors, via a Sonogashira cross-coupling and a subsequent, thermally initiated Bergman cyclization. Crystal structures of six fluorinated benzo-enediynes and three fluorinated

  氟化萘衍生物通过氟化苯并稠合烯二炔的伯格曼环化反应制备。该路线通过 Sonogashira 交叉偶联和随后的热引发 Bergman 环化，通过两步程序从市售前体中获得芳族目标化合物。六种氟化苯并烯二炔和三种氟化萘衍生物的晶体结构在其分子结构和晶体堆积排列方面表现出显着的多样性。从二-四氟苯并-烯二炔的相当微妙的结构变化，以及末端乙炔亚基的变化导致固态下不同的非共价相互作用，最终决定了它们的晶体结构。
• Valence-bond isomer chemistry. Part 11 [1]. Thermal rearrangement of the Diels-Alder adduct of hexafluorobicyclo-[2.2.0]hexa-2,5-diene and 2,3-Dimethylbuta-1,3-diene: a [1,3] sigmatropic shift of fluorine
  作者：M.G. Barlow、R.N. Haszeldine、C.J. Peck

  DOI：10.1016/s0022-1139(00)82676-7

  日期：1981.10

  Flow pyrolysis of the Diels-Alder adduct of hexafluorobicyclo[2.2.0]hexa-2,5-diene and 2,3-dimethylbutadiene gives an unusual product, the Diels-Alder adduct of hexafluorobenzene and 2,3-dimethylbuta-1,3-diene, and thence via an exclusive [1,3] sigmatropic fluorine shift, its isomeric triene. Loss of hydrogen fluoride from the unusual Diels-Alder adduct readily affords 1,2,3,4-tetrafluoro-6,7-dimethylnaphthalene

  六氟双环[2.2.0]己2,5-二烯和2,3-二甲基丁二烯的狄尔斯-阿尔德加合物的流热解产生了不同寻常的产物，六氟苯和2,3-二甲基丁烯-1,3的狄尔斯-阿尔德加合物-二烯，并因此通过排他性的[1,3]σ氟转移，即其异构体三烯。异常的Diels-Alder加合物损失的氟化氢很容易得到1,2,3,4-四氟-6,7-二甲基萘。
• BARLOW, M. G.;HASZELDINE, R. N.;PECK, C. J., J. FLUOR. CHEM., 1981, 18, N 4, 601-604
  作者：BARLOW, M. G.、HASZELDINE, R. N.、PECK, C. J.

  DOI：——

  日期：——
• BICYCLO COMPOUND, METHOD FOR PRODUCING PENTACENE AND A FILM THEREOF USING THE SAME, AND METHOD FOR PRODUCING BICYCLO COMPOUND
  申请人：Uno Hidemitsu

  公开号：US20090317753A1

  公开（公告）日：2009-12-24

  A method for producing highly purified fused aromatic ring compounds with high yield by a simpler method. A method for producing a fused aromatic ring compound comprising irradiating the bicyclo compound containing at least one bicyclo ring represented by formula (1) in a molecule with light to detach a leaving group X from a residual part to form an aromatic ring: wherein R 1 and R 3 each denotes a group to form an aromatic ring or a heteroaromatic ring which may be substituted, together with a group to which each thereof is bonded; R 2 and R 4 each denotes a hydrogen atom, an alkyl group, an alkoxy group, an ester group or a phenyl group; and X is a leaving group, which denotes a carbonyl group or —N═.
• US7601478B2
  申请人：——

  公开号：US7601478B2

  公开（公告）日：2009-10-13