3,3'-dimethyl(1,1'-biphenyl)-4-ol | 876473-48-2

• 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: 3,3'-dimethyl(1,1'-biphenyl)-4-ol
• 英文别名: 2-Methyl-4-(3-methylphenyl)phenol
• CAS: 876473-48-2
• 化学式: C₁₄H₁₄O
• 分子量: 198.265
• InChiKey: URLFMRIVRXGQOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,3'-dimethyl(1,1'-biphenyl)-4-ol 在 potassium permanganate 、 alkaline solution 、 水 作用下， 生成 4-methoxy-biphenyl-3,3'-dicarboxylic acid
  参考文献：
  名称：

  Chatterjee, Journal of the Indian Chemical Society, 1935, vol. 12, p. 410,413

  摘要：

  DOI：
• 作为产物：
  描述：

  3,3'-二甲基联苯 在 四氟硼酸-二乙醚络合物 、 4-氧-2,2,6,6-四甲基哌啶-1-氧自由基 、 三氟乙酸酐 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， -40.0~20.0 ℃ 、101.33 kPa 条件下， 反应 10.0h， 生成 3,3'-dimethyl(1,1'-biphenyl)-4-ol
  参考文献：
  名称：

  TEMPO-mediated late stage photochemical hydroxylation of biaryl sulfonium salts

  摘要：

  使用TEMPO衍生物作为简单的氧源，在无金属条件下实现了二芳基磺酸盐的晚期光化学羟基化。

  DOI：

  10.1039/d1cc07057f

文献信息

• Efficient access to triphenylene derivatives via carbamate-directed bay-region selective arylation of biphenol derivatives and Scholl cyclization
  作者：Chuane Guo、Yunfeng Liu、Yang Liu、Hongbin Zhang、Dan Yi、Shuo Wang、Bi-Qin Wang、Shi-Kai Xiang、Yingbo Shi

  DOI：10.1016/j.tet.2024.133985

  日期：2024.5

  for carbamate-directed -C-H bond arylation of biphenyl derivatives employing diaryliodonium salts as the arylation agents was explored. Consequently, the Scholl reaction was utilized to cyclize the product, yielding 21 varieties of multifunctional triphenylene derivatives. The maximum yield achieved through this two-step process was 94 %, offering an efficient synthesis route for the production of multi-substituted

  探索了一种使用二芳基碘鎓盐作为芳基化剂的氨基甲酸酯导向的联苯衍生物-C-H键芳基化的新方法。因此，利用Scholl反应将产物环化，得到21种多官能苯并菲衍生物。通过该两步工艺实现的最大产率为 94%，为生产多取代苯并菲衍生物提供了一条有效的合成路线。
• Nucleophilic substitution in 4-bromo-5-nitrophthalodinitrile: XI. Preparation, properties, and prediction of mesomorphism in mixed-substituted phthalocyanines containing aryloxy and benzotriazole fragments
  作者：S. A. Znoiko、O. B. Akopova、N. V. Bumbina、N. V. Usoltseva、V. E. Maizlish、G. P. Shaposhnikov、I. G. Abramov

  DOI：10.1134/s1070363214040185

  日期：2014.4

  Stepwise nucleophilic substitution of bromine and nitro group in 4-bromo-5-nitrophthalodinitrile has led to a series of phthalonitriles containing benzotriazole and aryloxy fragments; basing on them, the mixed-substituted phthalocyanines have been prepared. The spectral properties of products have been studied. According to simulation of columnar mesomorphism only one of the products is not capable of mesomorphism characteristic of discotic mesogens; the result has been confirmed with the experiment.
• Nucleophilic Substitution of 4-Bromo-5-nitrophthalodinitrile: XVII. Synthesis and Properties of Bifunctionally Substituted Metal Phthalocyanines with Aryloxy and Nitro Groups
  作者：A. I. Mikhailova、S. A. Znoiko、V. E. Maizlish、G. P. Shaposhnikov、I. G. Abramov、M. B. Abramova

  DOI：10.1134/s1070363218070125

  日期：2018.7

  By substitution of bromine in 4-bromo-5-nitrophthalonitrile 4-(aryloxy)-5-nitrophthalonitriles were synthesized and, on their basis, cobalt and copper tetra(4-aryloxy-5-nitro)phthalo-cyanines were prepared. Spectral properties of the obtained octasubstituted phthalocyanines were investigated.
• Nucleophilic substitution in 4-bromo-5-nitrophthalodinitrile: IX. Synthesis of 4-(morpholin-4-yl)-5-aryloxyphthalodinitriles and copper phthalocyanines based thereon
  作者：A. I. Fedotova、V. E. Maizlish、G. P. Shaposhnikov、C. N. Filimonov、I. G. Abramov

  DOI：10.1134/s1070363209050260

  日期：2009.5

  Nucleophilic aromatic substitution of bromine in 4-bromo-5-nitrophthalodinitrile with the morpholine residue and the subsequent substitution of nitro group with the aryloxy one yielded 4-morpholyl-5-aryloxyphthalodinitriles. From these substances octasubstituted copper phthalocyanines were synthesized, and their physicochemical properties were studied.
• 4-{[Mono/dimethyl(1,1'-biphenyl)-4-yl]oxy}phthalonitriles and Phthalocyanines Based on Them
  作者：T. V. Tikhomirova、A. A. Peledina、S. A. Znoiko、V. E. Maizlish、G. P. Shaposhnikov、I. G. Abramov、M. B. Abramova

  DOI：10.1134/s1070363218080157

  日期：2018.8

  4-[Mono/dimethyl(1,1'-biphenyl)-4-yl]oxy}phthalonitriles have been obtained by nucleophilic substitution of nitro group in 4-nitrophthalonitrile. The prepared phthalonitriles have been used for the synthesis of tetra-4-[mono/dimethyl(1,1'-biphenyl)-4-yl]oxy}phthalocyanines and their complexes with copper, cobalt, and zinc. Spectral characteristics and thermal stability of the prepared compounds have been investigated.