1-bromo-2,5-dimethoxy-3-tert-butylbenzene | 1774-82-9

• 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-bromo-2,5-dimethoxy-3-tert-butylbenzene
• 英文别名: 1-Brom-2,5-dimethoxy-3-tert.-Butyl-benzol；2-bromo-6-tert-butyl-1,4-dimethoxybenzene；1-Bromo-3-tert-butyl-2,5-dimethoxybenzene
• CAS: 1774-82-9
• 化学式: C₁₂H₁₇BrO₂
• 分子量: 273.17
• InChiKey: UXQUECZKTXENQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-bromo-2,5-dimethoxy-3-tert-butylbenzene 在 正丁基锂 、 (3-Tert-butyl-2,5-dimethoxyphenyl)boronic acid 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 1.0h， 以78%的产率得到3,3'-di-tert-butyl-2,2',5,5'-tetramethoxybiphenyl
  参考文献：
  名称：

  Influence of the Position of tert-Butyl Substituents on Reactivity of Quinone Dimers Yielding Dibenzofuran-1,4-diones

  摘要：

  Reactivity of two isomeric quinone dimers, 5,5'-di-tert-butyl-2,2'-bisbenzoquinone (2) and 6,6'-di-tert-butyl-2,2'-bisbenzoquinone (3) have been compared. Both quinone dimers underwent thermal cyclization in ethanol to give dibenzofuran-1,4-diones exclusively, the reaction proceeding faster for 3 than for 2. Molecular modeling analysis indicates that the different reactivity should be explained in terms of the steric hindrance of tert-butyl group in 2, which prevents approaching of solvent molecules to C=O moiety so that the solvent-assisted proton transfer occurs more slowly.

  DOI：

  10.3987/com-08-s(n)101
• 作为产物：
  描述：

  2-溴-6-叔丁基-4-甲氧基苯酚 、 碘甲烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以100%的产率得到1-bromo-2,5-dimethoxy-3-tert-butylbenzene
  参考文献：
  名称：

  Long-Lasting Antioxidant Protection: A Regenerable BHA Analogue

  摘要：

  Introduction of an octyltelluro group ortho to the phenolic moiety in 3-tert-butyl-4-hydroxyanisole (BHA) was found to significantly improve the antioxidant characteristics of the material In contrast to BHA and the corresponding ortho-substituted octylthio-(9c) and octylseleno (9b) derivatives, the organotellurium 9a was regenerable when assayed for its capacity to inhibit azo-initiated peroxidation of linoleic acid in a chlorobenzene/water two-phase system containing N-acetylcysteine as a stoichiometric reducing agent, and peroxyl radicals were quenched more efficiently than with alpha-tocopherol In the homogeneous phase, inhibition of styrene autoxidation occurred with a rate constant k(inh) as large as 1 x 10(7) M-1 s(-1) but with a low (n = 0 4) stoichiometric factor Evans Polanij plots of log (k(inh)) versus BDE(O-H), which are usually linear for phenols with similar steric crowding reacting by H-atom transfer, revealed that compound 9a was more than 2 orders of magnitude more reactive than expected Although further mechanistic investigations are needed, it seems that the ortho-arrangement of an alkyltelluro group and hydroxyl should be considered a privileged structure for phenolic antioxidants

  DOI：

  10.1021/jo101239c

文献信息

• Facile Estimation of Catalytic Activity and Selectivities in Copolymerization of Propylene Oxide with Carbon Dioxide Mediated by Metal Complexes with Planar Tetradentate Ligand
  作者：Takahiro Ohkawara、Kohei Suzuki、Koji Nakano、Seiji Mori、Kyoko Nozaki

  DOI：10.1021/ja5046814

  日期：2014.7.30

  metal-catalyzed copolymerization of propylene oxide with carbon dioxide [PPC: poly(propylene carbonate); CPC = cyclic propylene carbonate; PPO: poly(propylene oxide)]. Density functional theory (DFT) studies demonstrated that the ΔG(crb) - ΔG(epx) value should be an effective indicator for the catalytic activities [ΔG(epx): dissociation energy of ethylene oxide from the epoxide-coordinating metal complex;

  进行了机理研究以估计 (1) PPC 的催化活性，(2) PPC/CPC 选择性，和 (3) PPC/PPO 对环氧丙烷与二氧化碳的金属催化共聚的选择性 [PPC：聚（碳酸丙二酯） ; CPC = 环状碳酸亚丙酯；PPO：聚（环氧丙烷）]。密度泛函理论 (DFT) 研究表明，ΔG(crb) - ΔG(epx) 值应该是催化活性的有效指标 [ΔG(epx)：环氧乙烷与环氧化物配位金属配合物的离解能；ΔG(crb)：碳酸甲酯从金属-碳酸盐络合物的离解能]。此外，发现具有亚阈值 ΔG(epx) 值的金属配合物显示出低 PPC/CPC 选择性。PPC/PPO 选择性与 ΔG(alk) - ΔG(epx) 值和金属中心周围的空间环境有关（ΔG(alk)：醇盐配体从金属中心的离解能）。基于机理研究，设计了两种金属配合物并将其应用于共聚反应以支持这些指标的有效性。这里给出的结果应该对全新的候选催化剂有用，因为这些指标可以通过
• TRANSITION METAL COMPLEX, PROCESS FOR THE PREPARATION THEREOF, POLYMERIZATION CATALYST FOR OLEFINS CONTAINING THE COMPLEX, AND PROCESS FOR PRODUCING OLEFIN POLYMERS
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP0842939A1

  公开（公告）日：1998-05-20

  A transition metal complex represented by the formula (1) wherein M1 is a transition metal atom of the group 4 of the periodic table of elements, A is an atom of the group 16 of the periodic table of elements, and B is an atom of the group 14 of the periodic table of elements; Cp1 is a group having a cyclopentadiene type anionic skeleton; and X1, X2, R1, R2, R3, R4, R5 and R6 are each independently a hydrogen atom, halogen atom, alkyl group with the number of carbon atoms of 1-20 optionally substituted with at least one halogen atom, aralkyl group with the number of carbon atoms of 7-20 optionally substituted with at least one halogen atom, aryl group with the number of carbon atoms of 6-20 optionally substituted with at least one halogen atom, substituted silyl group with the number of carbon atoms of 1-20 optionally substituted with at least one halogen atom, alkoxy group with the number of carbon atoms of 1-20 optionally substituted with at least one halogen atom, aralkyloxy group with the number of carbon atoms of 7-20 optionally substituted with at least one halogen atom or aryloxy group with the number of carbon atoms of 6-20 optionally substituted with at least one halogen atom, or di-substituted amino group with the number of carbon atoms of 2-20, provided that R1, R2, R3, R4, R5 and R6 may optionally combine with each other to form a ring; a process for producing the same; an olefin polymerization catalyst containing the transition metal complex; and a process for producing olefin polymers.

  一种由式（1）表示的过渡金属配合物 其中 M1 是元素周期表中第 4 族的过渡金属原子，A 是元素周期表中第 16 族的原子，B 是元素周期表中第 14 族的原子；Cp1 是具有环戊二烯型阴离子骨架的基团；X1、X2、R1、R2、R3、R4、R5 和 R6 各自独立地为氢原子、卤素原子、碳原子数为 1-20 的烷基（可选地被至少一个卤素原子取代）、碳原子数为 7-20 的芳烷基（可选地被至少一个卤素原子取代）、碳原子数为 6-20 的芳烷基（可选地被至少一个卤素原子取代）、碳原子数为 1-20 的取代硅烷基（可选地被至少一个卤素原子取代）、碳原子数为 1-20 个、可任选被至少一个卤素原子取代的烷氧基，碳原子数为 7-20 个、可任选被至少一个卤素原子取代的烷氧基，或碳原子数为 6-20 个、可任选被至少一个卤素原子取代的芳氧基，或碳原子数为 2-20 个的二取代氨基，条件是 R1、R2、R3、R4、R5 和 R6 可任选相互结合形成一个环；生产上述物质的工艺；含有过渡金属复合物的烯烃聚合催化剂；以及生产烯烃聚合物的工艺。
• Transition metal complex, process for producing the same, olefin polymerization catalyst containing the transition metal complex and process for producing olefin polymers
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP1498178A2

  公开（公告）日：2005-01-19

  A transition metal complex represented by the formula (1) wherein M1 is a transition metal atom of the group 4 of the periodic table of elements; A is an atom of the group 16 of the periodic table of elements, and B is an atom of the group 14 of the periodic table of elements; Cp1 is a group having a cyclopentadiene type anionic skeleton; and X1, X2, R1, R2, R3, R4, R5 and R6 are each independently a hydrogen atom, halogen atom, alkyl group with the number of carbon atoms of 1-20 optionally substituted with at least one halogen atom, aralkyl group with the number of carbon atoms of 7-20 optionally substituted with at least one halogen atom, aryl group with the number of carbon atoms of 6-20 optionally substituted with at least one halogen atom, substituted silyl group with the number of carbon atoms of 1-20 optionally substituted with at least one halogen atom, alkoxy group with the number of carbon atoms of 1-20 optionally substituted with at least one halogen atom, aralkyloxy group with the number of carbon atoms of 7-20 optionally substituted with at least one halogen atom or aryloxy group with the number of carbon atoms of 6-20 optionally substituted with at least one halogen atom, or di-substituted amino group with the number of carbon atoms of 2-20, provided that R1, R2, R3, R4, R5 and R6 may optionally combine with each other to form a ring; a process for producing the same; an olefin polymerization catalyst containing the transition metal complex; and a process for producing olefin polymers.

  一种由式（1）表示的过渡金属配合物 其中 M1 是元素周期表中第 4 族的过渡金属原子；A 是元素周期表中第 16 族的原子，B 是元素周期表中第 14 族的原子；Cp1 是具有环戊二烯型阴离子骨架的基团；X1、X2、R1、R2、R3、R4、R5 和 R6 各自独立地为氢原子、卤素原子、碳原子数为 1-20 的烷基（可选地被至少一个卤素原子取代）、碳原子数为 7-20 的芳烷基（可选地被至少一个卤素原子取代）、碳原子数为 6-20 的芳烷基（可选地被至少一个卤素原子取代）、碳原子数为 1-20 的取代硅烷基（可选地被至少一个卤素原子取代）、碳原子数为 1-20 个、可任选被至少一个卤素原子取代的烷氧基，碳原子数为 7-20 个、可任选被至少一个卤素原子取代的烷氧基，或碳原子数为 6-20 个、可任选被至少一个卤素原子取代的芳氧基，或碳原子数为 2-20 个的二取代氨基，条件是 R1、R2、R3、R4、R5 和 R6 可任选相互结合形成一个环；生产上述物质的工艺；含有过渡金属复合物的烯烃聚合催化剂；以及生产烯烃聚合物的工艺。
• OLEFIN POLYMERIZATION CATALYST CONTAINING A TRANSITION METAL COMPLEX AND PROCESS FOR PRODUCING OLEFIN POLYMERS
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP0842939B1

  公开（公告）日：2004-10-06
• Transition metal complex and process for producing the same
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP1498178B1

  公开（公告）日：2008-06-11