6-Bromo-1,2,3,4-tetrahydro-1,4-methanohaphthalene | 16499-72-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 6-Bromo-1,2,3,4-tetrahydro-1,4-methanohaphthalene
• 英文别名: 6-Brom-benzonorbornen；4-Bromotricyclo[6.2.1.0(2,7)]undeca-2,4,6-triene；4-bromotricyclo[6.2.1.02,7]undeca-2(7),3,5-triene
• CAS: 16499-72-2
• 化学式: C₁₁H₁₁Br
• 分子量: 223.112
• InChiKey: QAARRMIUKAGDCO-UHFFFAOYSA-N

物化性质

• 沸点：
  267.5±29.0 °C(Predicted)
• 密度：
  1.475±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  6-Bromo-1,2,3,4-tetrahydro-1,4-methanohaphthalene 、 6-溴-2-萘甲酸甲酯 生成 Methyl 6-(4-tricyclo[6.2.1.02,7]undeca-2(7),3,5-trienyl)naphthalene-2-carboxylate
  参考文献：
  名称：

  摘要：

  DOI：
• 作为产物：
  描述：

  4'-Brom-benzonorbornadien 生成 6-Bromo-1,2,3,4-tetrahydro-1,4-methanohaphthalene
  参考文献：
  名称：

  Substituent effects on the chemical shifts of the bridge protons of benzonorbornenes

  摘要：

  在一系列6-取代苯基诺邻二环烯和苯基诺邻二烯中，对C₉桥上质子的化学位移进行了取代效应的研究，以及对5-取代2-茚醇中C₂质子的影响。这些效应与修正的Hammett关系τ_R - τ_H = ρ (σ_m + σ_p)/2呈线性相关。在苯基诺邻二烯中，从反式C₉质子获得的ρ值略微但显着大于从相应的顺式质子获得的值，而从顺-9-苯基诺邻醇和茚醇中获得的ρ值之间没有显著差异。较大的ρ_anti值可以解释为苯环的π-电子体系与桥碳的轨道体系之间的立体特异性电子相互作用。此外，结果表明上述修正的Hammett关系通常与苯环环烯和类似化合物的脂肪成分的取代效应具有良好的一致性。

  DOI：

  10.1139/v67-197

文献信息

• Metal Complexes
  申请人：Merck Patent GmbH

  公开号：US20150171348A1

  公开（公告）日：2015-06-18

  The present invention relates to metal complexes and to electronic devices, in particular organic electroluminescent devices, comprising these metal complexes.

  这项发明涉及金属配合物以及包括这些金属配合物的电子设备，特别是有机电致发光器件。
• Substituent effects on the chemical shifts of the bridge protons of benzonorbornenes
  作者：Naoki Inamoto、Shozo Masuda、Kazuo Tori、Katsutoshi Aono、Hiroshi Tanida

  DOI：10.1139/v67-197

  日期：1967.6.1

  The substituent effects on the chemical shifts of the C₉ bridge protons in a series of 6-substituted benzonorbornenes and benzonorbornadienes, and on those of the C₂ protons in 5-substituted 2-indanols, were investigated. They were linearly correlated with the modified Hammett relationship τ_R − τ_H = ρ (σ_m + σ_p)/2. The ρ values obtained from the anti-C₉ protons in the bornenes and bornadienes were slightly but significantly larger than those from the corresponding syn protons, whereas no significant difference was observed between the ρ values obtained from syn-9-benzonorbornenols and the indanols. The larger ρ_anti values were explained in terms of a stereospecific electronic interaction between the π-electron system of the benzene ring and the orbital system of the bridge carbon. In addition, it was shown that the above modified Hammett relationship gives generally a good agreement with the substituent effects on the aliphatic constituents of benzocyclenes and analogous compounds.

  在一系列6-取代苯基诺邻二环烯和苯基诺邻二烯中，对C₉桥上质子的化学位移进行了取代效应的研究，以及对5-取代2-茚醇中C₂质子的影响。这些效应与修正的Hammett关系τ_R - τ_H = ρ (σ_m + σ_p)/2呈线性相关。在苯基诺邻二烯中，从反式C₉质子获得的ρ值略微但显着大于从相应的顺式质子获得的值，而从顺-9-苯基诺邻醇和茚醇中获得的ρ值之间没有显著差异。较大的ρ_anti值可以解释为苯环的π-电子体系与桥碳的轨道体系之间的立体特异性电子相互作用。此外，结果表明上述修正的Hammett关系通常与苯环环烯和类似化合物的脂肪成分的取代效应具有良好的一致性。
• PROCESS FOR THE PREPARATION OF AMINES
  申请人：Tobler Hans

  公开号：US20090221856A1

  公开（公告）日：2009-09-03

  The present invention relates to a novel a process for the preparation of the compound of the general formula (I), wherein R 1 and R 2 are independently H or C 1-6 alkyl, which comprises treating with a reducing agent either a compound of the general formula (II), wherein R 1 and R 2 have the meanings given for the compound of the formula (I), R 3 is H or C 1-4 alkyl and Ph is phenyl, or a compound of the general formula (III), wherein R 1 , R 2 , R 3 and Ph have the meanings given for the compound of the formula (II), the reducing agent being effective to cleave the benzyl moiety Ph-CH(R 3 )— from the benzylamino moiety PhCH(R 3 )NH— in the compound of the formula (II) or in the compound of the formula (III) to leave an amino group and, in addition, in the case of the compound of the formula (III), to reduce both the 2,3-double bond and the double bond joining the R 1 R 2 C— moiety to the 9-position of the benzonorbornene ring to single bonds. It also relates to processes for the preparation of the compounds (II) and (III) and their precursors and to the compounds (II) and (III) themselves and certain of their precursors, which are novel compounds. The compounds (I) are useful for the preparation of various fungicidal heterocyclyl-carboxylic acid benzonorbornen-5-yl-amides.

  本发明涉及一种制备通式（I）化合物的新型方法，其中R1和R2独立地表示H或C1-6烷基，包括以下步骤：使用还原剂处理通式（II）化合物或通式（III）化合物，其中R1和R2具有通式（I）化合物中所给定的含义，R3为H或C1-4烷基，Ph为苯基，所述还原剂能够从通式（II）化合物或通式（III）化合物的苄基Ph-CH（R3）中切除苄基PhCH（R3）NH-，以留下氨基，并且在通式（III）化合物的情况下，还能够将2,3-双键和连接R1R2C-基团到苯并[2.2.1]环庚烯环的9位的双键还原为单键。本发明还涉及制备化合物（II）和（III）及其前体的方法，以及化合物（II）和（III）本身及其某些前体，这些是新型化合物。通式（I）化合物可用于制备各种杀真菌的杂环羧酸苯并[2.2.1]环庚烯-5-基酰胺。
• Process for the preparation of amines
  申请人：Syngenta Participations AG

  公开号：EP2316813A1

  公开（公告）日：2011-05-04

  The present invention relates to processes for the preparation of compounds of formula (II) and (III). wherein R1 and R2 are independently H or C1-6 alkyl, R3 is H or C1-4 alkyl and Ph is phenyl. It also relates to the compounds (II) and (III) themselves and certain of their precursors, which are novel compounds. Compounds of formula (II) and (III) are useful intermediates for the preparation of various fungicidal heterocyclyl-carboxylic acid benzonorbornen-5-yl-amides.

  本发明涉及式 (II) 和 (III) 化合物的制备工艺。 其中 R1 和 R2 独立地为 H 或 C1-6 烷基，R3 为 H 或 C1-4 烷基，Ph 为苯基。 它还涉及化合物 (II) 和 (III) 本身及其某些前体，它们都是新型化合物。式（II）和（III）化合物是制备各种杀菌杂环羧酸苯并降冰片烯-5-基酰胺的有用中间体。
• Process for the preparation of benzonorbornane derivatives
  申请人：Syngenta Participations AG

  公开号：EP2316809A1

  公开（公告）日：2011-05-04

  The present invention relates to processes for the preparation of compounds of formula (II) and (IV). wherein R1 and R2 are independently H or C1-6 alkyl, R3 is H or C1-4 alkyl and Ph is phenyl. It also relates to the compounds (II) and (IV) themselves and certain of their precursors, which are novel compounds. Compounds of formula (II) and (IV) are useful intermediates for the preparation of various fungicidal heterocyclyl-carboxylic acid benzonorbornen-5-yl-amides.

  本发明涉及式 (II) 和 (IV) 化合物的制备工艺。 其中 R1 和 R2 独立地为 H 或 C1-6 烷基，R3 为 H 或 C1-4 烷基，Ph 为苯基。它还涉及化合物 (II) 和 (IV) 本身及其某些前体，它们都是新型化合物。式（II）和（IV）化合物是制备各种杀菌杂环羧酸苯并降冰片烯-5-基酰胺的有用中间体。