6-Chlor-benzonorbornen | 16499-71-1

• 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-Chlor-benzonorbornen
• 英文别名: 1,4-Methanonaphthalene, 6-chloro-1,2,3,4-tetrahydro-；4-chlorotricyclo[6.2.1.02,7]undeca-2(7),3,5-triene
• CAS: 16499-71-1
• 化学式: C₁₁H₁₁Cl
• 分子量: 178.661
• InChiKey: HRZARNMSEIXAJR-UHFFFAOYSA-N

物化性质

• 沸点：
  252.4±29.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 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

• 作为产物：
  描述：

  4'-Chlor-benzonorbornadien 生成 6-Chlor-benzonorbornen
  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

• [EN] METHODS FOR THE PREPARATION OF FUNGICIDES<br/>[FR] PROCEDES DE PREPARATION DE FONGICIDES
  申请人：SYNGENTA LTD

  公开号：WO2010072631A1

  公开（公告）日：2010-07-01

  The present invention relates to methods of preparing compounds of formula (I) comprising the step of reacting the corresponding amide with the corresponding substituted aryl in the presence of a catalyst, which catalyst comprises copper and a ligand, Y is CHCHR6(R7) or C=C(A)Z, CY2(R2)Y3(R3), C=N-NR4(R5); Y2 and Y3 are, independently, O, S, N; A and Z are, independently, C1-6 alkyl; R1 is CF3 or CF2H; R2 and R3 are, independently, C1-8 alkyl, wherein R2 and R3 are optionally joined to form a 5-8 membered ring; R4 and R5 are, independently, C1-8 alkyl; B is a single bond or a double bond; R6 and R7 are, independently, hydrogen or C1-6 alkyl.

  本发明涉及制备式（I）化合物的方法，包括在催化剂的存在下，将相应的酰胺与相应的取代芳基反应，所述催化剂包括铜和配体，其中Y为CHCHR6（R7）或C=C（A）Z，CY2（R2）Y3（R3），C=N-NR4（R5）；Y2和Y3分别为O、S、N；A和Z分别为C1-6烷基；R1为CF3或CF2H；R2和R3分别为C1-8烷基，其中R2和R3可选地连接以形成5-8成员环；R4和R5分别为C1-8烷基；B为单键或双键；R6和R7分别为氢或C1-6烷基。
• METHODS FOR THE PREPARATION OF FUNGICIDES
  申请人：Hodges George Robert

  公开号：US20110257410A1

  公开（公告）日：2011-10-20

  The present invention relates to methods of preparing compounds of formula (I) comprising the step of reacting the corresponding amide with the corresponding substituted aryl in the presence of a catalyst, which catalyst comprises copper and a ligand, Y is CHCHR 6 (R 7 ) or C═C(A)Z, CY 2 (R 2 )Y 3 (R 3 ), C═N—NR 4 (R 5 ); Y 2 and Y 3 are, independently, O, S, N; A and Z are, independently, C 1-6 alkyl; R 1 is CF 3 or CF 2 H; R 2 and R 3 are, independently, C 1-8 alkyl, wherein R 2 and R 3 are optionally joined to form a 5-8 membered ring; R 4 and R 5 are, independently, C 1-8 alkyl; B is a single bond or a double bond; R 6 and R 7 are, independently, hydrogen or C 1-6 alkyl.

  本发明涉及制备式（I）化合物的方法，其中包括在催化剂的存在下将相应的酰胺与相应的取代芳基反应，所述催化剂包括铜和配体，其中Y为CHCHR6（R7）或C═C（A）Z，CY2（R2）Y3（R3），C═N—NR4（R5）；Y2和Y3分别为O、S、N；A和Z分别为C1-6烷基；R1为CF3或CF2H；R2和R3分别为C1-8烷基，其中R2和R3可选择性地连接形成5-8环；R4和R5分别为C1-8烷基；B为单键或双键；R6和R7分别为氢或C1-6烷基。
• 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。