3,5-二甲基-2-(哌啶-1-基甲基)苯酚 | 68097-90-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: 3,5-二甲基-2-(哌啶-1-基甲基)苯酚
• 英文名称: 3,5-dimethyl-2-piperidin-1-ylmethyl-phenol
• 英文别名: 3,5-Dimethyl-2-piperidinomethyl-phenol；Phenol, 3,5-dimethyl-2-(piperidinomethyl)-；3,5-dimethyl-2-(piperidin-1-ylmethyl)phenol
• CAS: 68097-90-5
• 化学式: C₁₄H₂₁NO
• 分子量: 219.327
• InChiKey: SIIMBZQKKVAQGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,5-二甲基-2-(哌啶-1-基甲基)苯酚 在 1,4-二氧六环 、 copper oxide-chromium oxide 作用下， 生成 2,3,5-三甲基苯酚
  参考文献：
  名称：

  Nuclear Methylation of Phenols. A New Synthesis of Intermediates in the Preparation of Antisterility Factors

  摘要：

  DOI：

  10.1021/ja01873a002
• 作为产物：
  描述：

  哌啶 、 聚合甲醛 、 3,5-二甲基苯酚 以 乙醇 、 水 为溶剂， 反应 24.0h， 以48%的产率得到3,5-二甲基-2-(哌啶-1-基甲基)苯酚
  参考文献：
  名称：

  Coupling P-31 NMR with the Mannich reaction for the quantitative analysis of lignin

  摘要：

  The reactivity of lignin model compounds under Mannich conditions with piperidine and formaldehyde was studied. The piperidinomethyl group was confirmed to be introduced quantitatively at sterically unhindered positions ortho to a phenolic hydroxyl when the substrate was allowed to react under ambient conditions. The sequential application of the Mannich reaction followed by quantitative P-31 NMR on a variety of lignin samples allowed the amounts of various aromatic groups bearing free phenolic hydroxyls to be determined. More specifically, the technique allowed the quantification of para-hydroxyl phenols, catechols, guaiacols, and phenols bearing C-5 or C-6 substituents. The quantitative reliability of the technique was also examined with a series of dissolved kraft lignins, isolated at various degrees of delignification. The data were found to favourably compare to those obtained by permanganate oxidation.

  DOI：

  10.1139/cjc-76-5-612

文献信息

• A Study of Orientation of Nuclear Methylation in Phenols and Naphthols
  作者：William T. Caldwell、Thomas R. Thompson

  DOI：10.1021/ja01878a026

  日期：1939.9
• Nuclear Methylation of Phenols. A New Synthesis of Intermediates in the Preparation of Antisterility Factors
  作者：William T. Caldwell、Thomas R. Thompson

  DOI：10.1021/ja01873a002

  日期：1939.4
• Cohen et al., British Journal of Pharmacology and Chemotherapy, 1957, vol. 12, p. 194,206
  作者：Cohen et al.

  DOI：——

  日期：——
• MOEHRLE H.; MILLER C., PHARMAZIE, 1978, 33, NO 8, 500-505
  作者：MOEHRLE H.、 MILLER C.

  DOI：——

  日期：——
• Coupling P-31 NMR with the Mannich reaction for the quantitative analysis of lignin
  作者：Zhi-Hua Jiang、Dimitris S. Argyropoulos

  DOI：10.1139/cjc-76-5-612

  日期：——

  The reactivity of lignin model compounds under Mannich conditions with piperidine and formaldehyde was studied. The piperidinomethyl group was confirmed to be introduced quantitatively at sterically unhindered positions ortho to a phenolic hydroxyl when the substrate was allowed to react under ambient conditions. The sequential application of the Mannich reaction followed by quantitative P-31 NMR on a variety of lignin samples allowed the amounts of various aromatic groups bearing free phenolic hydroxyls to be determined. More specifically, the technique allowed the quantification of para-hydroxyl phenols, catechols, guaiacols, and phenols bearing C-5 or C-6 substituents. The quantitative reliability of the technique was also examined with a series of dissolved kraft lignins, isolated at various degrees of delignification. The data were found to favourably compare to those obtained by permanganate oxidation.