4-Bromo-2-methyl-1-(4-methylbenzyloxy)benzene | 854259-10-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-Bromo-2-methyl-1-(4-methylbenzyloxy)benzene
• 英文别名: (4-bromo-2-methyl-phenyl)-(4-methyl-benzyl)-ether；α-(4-Brom-2-methyl-phenoxy)-p-xylol；(4-Brom-2-methyl-phenyl)-(4-methyl-benzyl)-aether；5-Brom-2-(4-methyl-benzyloxy)-toluol；4-Bromo-2-methyl-1-[(4-methylphenyl)methoxy]benzene
• CAS: 854259-10-2
• 化学式: C₁₅H₁₅BrO
• 分子量: 291.187
• InChiKey: VZBNUJRQTRKAMD-UHFFFAOYSA-N

物化性质

• 沸点：
  369.0±32.0 °C(Predicted)
• 密度：
  1.306±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-Bromo-2-methyl-1-(4-methylbenzyloxy)benzene 在 四(三苯基膦)钯 盐酸 、 正丁基锂 、 碳酸氢钠 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 正己烷 为溶剂， 反应 9.0h， 生成 4-[3'-Methyl-4'-(4-methylbenzyloxy)biphenyl-4-yloxymethyl]-2,2-dimethyl-1,3-dioxolane
  参考文献：
  名称：

  Thermotropic and Lyotropic Liquid Crystalline Phases of Rigid Aromatic Amphiphiles

  摘要：

  Rodlike amphiphilic molecules that contain exclusively aromatic building-blocks and no flexible alkyl chains have been synthesized and their mesomorphic properties investigated. These novel compounds bear diol head groups of different size (2,3-dihydroxypropyloxy or 5,6-dihydroxy-3-oxahexyloxy groups) at one end of a biphenyl unit, various aromatic segments (banzyloxy, 4-, 3-, or 2-methylbenzyloxy, phenoxy groups) at the other, and additional methyl substituents in different positions. They were synthesized by using Suzuki cross-coupling reactions as the key steps. Their thermotropic mesomorphism was investigated by means of polarized light optical microscopy, differential scanning calorimetry, and, for enantiotropic phases, by X-ray scattering. The liquid crystallinity of this class of compounds is influenced by protic solvents, such as water and glycerol. Dependent on the temperature and the solvent content, different S-A phases were found. Several mesophases resulting from the frustration of these layer structures (e.g., different columnar phases, optical isotropic mesophases, and nematic phases) were also present. The smectic phases have different degrees of intercalation (S-Ad, S-A2) The columnar phases are supposed to be ribbon structures that result from the collapse of the smectic layers. They occur in some pure compounds or they are induced upon the addition of protic solvents. The particular phase sequences of the different compounds depend mainly on the position of the methyl substituents at the biphenyl cores and are largely determined by the degree of intercalation of the aromatic cores.

  DOI：

  10.1002/1521-3765(20001016)6:20<3821::aid-chem3821>3.0.co;2-8
• 作为产物：
  描述：

  4-溴-2-甲基苯酚 、 4-甲基苄溴 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 8.0h， 以75%的产率得到4-Bromo-2-methyl-1-(4-methylbenzyloxy)benzene
  参考文献：
  名称：

  Thermotropic and Lyotropic Liquid Crystalline Phases of Rigid Aromatic Amphiphiles

  摘要：

  Rodlike amphiphilic molecules that contain exclusively aromatic building-blocks and no flexible alkyl chains have been synthesized and their mesomorphic properties investigated. These novel compounds bear diol head groups of different size (2,3-dihydroxypropyloxy or 5,6-dihydroxy-3-oxahexyloxy groups) at one end of a biphenyl unit, various aromatic segments (banzyloxy, 4-, 3-, or 2-methylbenzyloxy, phenoxy groups) at the other, and additional methyl substituents in different positions. They were synthesized by using Suzuki cross-coupling reactions as the key steps. Their thermotropic mesomorphism was investigated by means of polarized light optical microscopy, differential scanning calorimetry, and, for enantiotropic phases, by X-ray scattering. The liquid crystallinity of this class of compounds is influenced by protic solvents, such as water and glycerol. Dependent on the temperature and the solvent content, different S-A phases were found. Several mesophases resulting from the frustration of these layer structures (e.g., different columnar phases, optical isotropic mesophases, and nematic phases) were also present. The smectic phases have different degrees of intercalation (S-Ad, S-A2) The columnar phases are supposed to be ribbon structures that result from the collapse of the smectic layers. They occur in some pure compounds or they are induced upon the addition of protic solvents. The particular phase sequences of the different compounds depend mainly on the position of the methyl substituents at the biphenyl cores and are largely determined by the degree of intercalation of the aromatic cores.

  DOI：

  10.1002/1521-3765(20001016)6:20<3821::aid-chem3821>3.0.co;2-8

文献信息

• NITROGEN-CONTAINING BICYCLIC AROMATIC HETEROCYCLIC COMPOUND
  申请人：ASTELLAS PHARMA INC.

  公开号：US20150126488A1

  公开（公告）日：2015-05-07

  [Problem] On the basis of a cathepsin S inhibitory effect, an excellent agent for treating or preventing autoimmune disease, allergic disease, graft rejection of an organ, bone marrow or tissue, systemic lupus erythematosus, or the like is provided. [Means for Solution] It was found that a nitrogen-containing bicyclic heterocyclic compound has the excellent cathepsin S inhibitory effect, thereby completing the invention. The compound of the present invention has the cathepsin S inhibitory effect, and can be used as an agent for preventing and/or treating autoimmune disease, allergic disease, graft rejection of an organ, bone marrow or tissue, systemic lupus erythematosus, or the like.

  [问题] 基于对cathepsin S的抑制作用，提供了一种用于治疗或预防自身免疫性疾病、过敏性疾病、器官、骨髓或组织的移植排斥、全身性红斑狼疮等的优秀药剂。 [解决方法] 发现一种含氮的双环杂环化合物具有优异的cathepsin S抑制作用，从而完成了本发明。本发明的化合物具有cathepsin S抑制作用，可用作预防和/或治疗自身免疫性疾病、过敏性疾病、器官、骨髓或组织的移植排斥、全身性红斑狼疮等的药剂。
• 47. The halogenation of phenolic ethers and anilides. Part X. Substituted tolyl ethers
  作者：Brynmor Jones

  DOI：10.1039/jr9410000267

  日期：——
• US9328118B2
  申请人：——

  公开号：US9328118B2

  公开（公告）日：2016-05-03
• US9585889B2
  申请人：——

  公开号：US9585889B2

  公开（公告）日：2017-03-07