1-bromo-3,4-dimethoxy-5-t-butyl-benzene | 168985-94-2

• 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-3,4-dimethoxy-5-t-butyl-benzene
• 英文别名: 4-bromo-6-tert-butylcatechol dimethyl ether；5-bromo-1-tert-butyl-2,3-dimethoxybenzene；5-Bromo-1-tert-butyl-2,3-dimethoxybenzene
• CAS: 168985-94-2
• 化学式: C₁₂H₁₇BrO₂
• 分子量: 273.17
• InChiKey: LMNRFMFFBQKWFM-UHFFFAOYSA-N

物化性质

• 沸点：
  289.8±40.0 °C(Predicted)
• 密度：
  1.239±0.06 g/cm3(Predicted)

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-3,4-dimethoxy-5-t-butyl-benzene 在 叔丁基锂 、 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 1.33h， 生成 3-Tert-butyl-5-[9-(3-tert-butyl-4,5-dihydroxyphenyl)fluoren-9-yl]benzene-1,2-diol
  参考文献：
  名称：

  Synthesis of Bis(semiquinone)s and Their Electrochemical and Electron Paramagnetic Resonance Spectral Characterization

  摘要：

  The syntheses of three new bis(semiquinone)s (2(..2-), 3(..2-), and 5(..2-)) linked through carbon-carbon double bonds in a geminal fashion (2(..2-) and 3(..2-)), and through an sp(3) carbon (5(..2-)), are presented, as well as the results of variable-temperature EPR CVT-EPR) spectroscopy on these biradicals and two previously reported bis(semiquinone)s, 1(..2-) and 4(..2-). We suggest that the potential difference in redox couples associated with a biradical is useful for qualitatively assessing changes in the exchange parameter within an isostructural series. The zero-field-splitting parameters for 1(..2-)- 5(..2-) are consistent with their electronic structures: biradicals 1(..2-)-3(..2-) which have conjugating groups attached to the semiquinone rings have D-values less than 5(..2-), a bis(semiquinone) that lacks such a conjugating group. Also, the D-value of 3(..2-) is significantly less than those of 1(..2-) and 2(..2-), in greement with larger interelectron separation in 3(..2-), a biradical with quinone-methide pi-system delocalization. Changes in counterion Lewis acidity are not manifested in the D-values of the biradical dianion 4(..2-). The EPR spectrum of biradical 5(..2-) is consistent with the existence of at least two rotamers having different zero-field-splitting parameters. Biradicals 1(..2-)-4(..2-) gave linear Curie plots, consistent with J > 0 (ferromagnetic coupling) or J = 0, The temperature-dependent intensity of EPR signals of 5(..2-) are characteristic of antiferromagnetic coupling. Best fit results give J = -114 +/- 6 cal/mol for the \D/hc\ = 0.01309 cm(-1) rotamer of 5(..2-), and J = -76 +/-: 3 cal/mol for the \D/hc\ = 0.01026 cm(-1) rotamer of 5(..2-).

  DOI：

  10.1021/jo981597s
• 作为产物：
  描述：

  4-Bromo-6-tert-butyl-2-methoxyphenol 、 硫酸二甲酯 在 potassium carbonate 作用下， 以97%的产率得到1-bromo-3,4-dimethoxy-5-t-butyl-benzene
  参考文献：
  名称：

  Preparation and Characterization of a Bis-Semiquinone: a Bidentate Dianion Biradical

  摘要：

  DOI：

  10.1021/jo00117a004

文献信息

• Trends in Metal−Biradical Exchange Interaction for First-Row M^II(Nitronyl Nitroxide-Semiquinone) Complexes
  作者：David A. Shultz、Kira E. Vostrikova、Scot H. Bodnar、Hyun-Joo Koo、Myung-Hwan Whangbo、Martin L. Kirk、Ezra C. Depperman、Jeff W. Kampf

  DOI：10.1021/ja020715x

  日期：2003.2.1

  susceptibility studies are consistent with strong intraligand (NN-SQ and NN-PhSQ) ferromagnetic exchange coupling. For the five-coordinate Mn, Co, and Ni complexes, the S = 1 ligand is antiferromagnetically coupled to the metal. For both the five-coordinate Cu complex and the six-coordinate Ni complex, the ligand is ferromagnetically coupled to the metal spins in accordance with orbital symmetry arguments

  我们报告了异自旋三重基态双自由基配体的几种新金属配合物的分子结构和温度依赖性磁化率数据。配体由硝酰基-硝基氧化物 (NN) 和半醌 (SQ) 自旋载体组成。五种化合物是五配位 M(II) 配合物 (M = Mn、Co、Ni、Cu 和 Zn)，一种是六配位 Ni(II) 配合物。对五种化合物进行了结构表征。在铜配合物形成过程中，会发生与甲醇的反应，形成一个独特的甲氧基取代的 SQ 环。变温磁化率研究与强内配体（NN-SQ 和 NN-PhSQ）铁磁交换耦合一致。对于五配位的 Mn、Co 和 Ni 配合物，S = 1 配体与金属反铁磁耦合。对于五配位铜配合物和六配位镍配合物，根据轨道对称性参数，配体与金属自旋铁磁耦合。尽管具有低分子对称性，但基于扩展的 Hückel 计算的自旋二聚体分析支持了金属-配体交换相互作用的预测趋势。对于 (NN-SQ)NiTp(Cum,Me)() (Tp(Cum,Me)()
• BENZIMIDAZOLIUM DYES AND THEIR USE AS FLUORESCENT CHEMOSENSORS
  申请人：CHANG Young-Tae

  公开号：US20080160521A1

  公开（公告）日：2008-07-03

  The present invention is directed toward benzimidazolium dye compounds of formula (I) as follows: wherein, n is an integer from 2-10, m is an integer from 2-10, X 1 and X 2 are independently a halogen, Q is H or a resin, and R is (aromatic) o -(linker) p -with the linker being saturated or unsaturated C 1 -C5 hydrocarbons, each aromatic independently being a substituted or unsubstituted aromatic or heteroaromatic, o being 1 or 2, and p being 0 or 1. Methods of making and using these compounds are also disclosed.

  本发明涉及如下式（I）的苯并咪唑盐染料化合物：其中，n为2-10的整数，m为2-10的整数，X1和X2分别为卤素，Q为氢或树脂，R为（芳香基）o-(连接体)p-，其中连接体为饱和或不饱和的C1-C5烃链，每个芳香基独立地为取代或未取代的芳香基或杂芳香基，o为1或2，p为0或1。同时还公开了制备和使用这些化合物的方法。
• Synthesis and Characterization of a Nitroxide−Semiquinone Biradical
  作者：David A. Shultz、Gary T. Farmer

  DOI：10.1021/jo980562p

  日期：1998.9.1

  The synthesis and characterization of an anion biradical, 1(-)(*)(*), composed of semiquinone and nitroxide functionalities is described. The biradical was prepared by reduction of the nitroxide-orthoquinone precursor using both electrochemical and chemical methods. The zero-field-splitting parameter, |D/hc|, for 1(-)(*)(*) is consistent with the proposed electronic structure, based on a comparison

  描述了由半醌和一氧化氮官能团组成的阴离子双自由基1（-）（*）（*）的合成和表征。通过使用电化学和化学方法还原硝基氧-邻醌前体来制备双自由基。基于与| D / hc |的比较，用于1（-）（*）（*）的零场分裂参数| D / hc |与所提出的电子结构一致。相关的双基。最后，可变温度EPR光谱的结果与两个未配对电子通过间亚苯基的铁磁（高自旋）耦合相一致。
• One-Electron Reduction of an Antiferromagnetically Coupled Triradical Yields a Mixed-Valent Biradical with Enhanced Ferromagnetic Coupling
  作者：David A. Shultz、R. Krishna Kumar

  DOI：10.1021/ja010630g

  日期：2001.7.1
• Synthesis and characterization of a planarized, trimethylenemethane-type bis(semiquinone) biradical
  作者：David A. Shultz、Hyoyoung Lee、Rosario M. Fico

  DOI：10.1016/s0040-4020(99)00714-0

  日期：1999.10

  The synthesis and characterization of a biradical in which two semiquinone rings are held rigidly co-planar and are attached in a geminal fashion to a carbon-carbon double bond is described. The results of cyclic voltammetry and variable-temperature EPR studies are interpreted in terms of the interaction of the two semiquinones through the carbon-carbon double bond coupling unit. (C) 1999 Elsevier Science Ltd. All rights reserved.