3,5-dimethoxy-2,6-dimethylphenol | 859784-13-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3,5-dimethoxy-2,6-dimethylphenol
• 英文别名: 2-Hydroxy-4.6-dimethoxy-m-xylol；3,5-Dimethoxy-2,6-dimethyl-phenol
• CAS: 859784-13-7
• 化学式: C₁₀H₁₄O₃
• 分子量: 182.219
• InChiKey: WNHNUNRTAOYXKF-UHFFFAOYSA-N

物化性质

• 熔点：
  107-108 °C(Solvent: Diethyl ether)
• 沸点：
  302.5±37.0 °C(predicted)
• 密度：
  1.081±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,5-dimethoxy-2,6-dimethylphenol 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 为溶剂， 反应 1.17h， 以98%的产率得到4-bromo-3,5-dimethoxy-2,6-dimethylphenol
  参考文献：
  名称：

  Total Synthesis of Wasabidienones B₁ and B₀ via SIBX-Mediated Hydroxylative Phenol Dearomatization

  摘要：

  The first total synthesis of the natural nondimerizing o-quinol (+)-wasabidienone B-1 was achieved from commercially available 1,3,5-trimethoxybenzene. The key dearomatizing transformation was efficiently accomplished via a hydroxylative phenol dearomatization reaction using the stabilized lambda(5)-iodane reagent IBX (SIBX). (+)-Wasabidienone B-1 was then converted into its congener (-)-wasabidienone B-0 via an improved thermally induced ring-contracting isomerization reaction.

  DOI：

  10.1021/ol802183p
• 作为产物：
  描述：

  5-methoxy-4-methyl-resorcinol 在 amalgamated zinc 、 乙醇 、 potassium carbonate 、 溶剂黄146 、 丙酮 作用下， 生成 3,5-dimethoxy-2,6-dimethylphenol
  参考文献：
  名称：

  �ber Dicarbonylderivate von Phenolen

  摘要：

  DOI：

  10.1007/bf00899029

文献信息

• Catalytic Methylation of CH Bonds Using CO₂and H₂
  作者：Yuehui Li、Tao Yan、Kathrin Junge、Matthias Beller

  DOI：10.1002/anie.201405779

  日期：2014.9.22

  Formation of CC bonds from CO2 is a much sought after reaction in organic synthesis. To date, other than CH carboxylations using stoichiometric amounts of metals, base, or organometallic reagents, little is known about CC bond formation. In fact, to the best of our knowledge no catalytic methylation of CH bonds using CO2 and H2 has been reported. Described herein is the combination of CO2 and H2 for efficient

  由CO 2形成CC键是有机合成中非常需要的反应。迄今为止，除了使用化学计算量的金属，碱或有机金属试剂进行的CH羧化反应外，对CC键的形成知之甚少。实际上，据我们所知，没有报道使用CO 2和H 2催化CH键的甲基化。本文描述的是CO 2和H 2的组合，用于碳亲核试剂（如吲哚，吡咯和富电子芳烃）的有效甲基化。使用低聚甲醛的对比实验显示出与CO 2相似的反应性/ H 2系统。
• ISOLATION AND STRUCTURE OF A NEW NATURAL CYCLOHEXADIENONE DERIVATIVE, WASABIDIENONE-A, FROM POTATO CULTURE SOLUTION OF<i>PHOMA WASABIAE</i>YOKOGI
  作者：Osamu Soga、Hidetoshi Iwamoto、Satoru Date、Takeshi Watanabe、Kazuhiko Tanaka、Kuniharu Hata、Akio Takuwa、Mitsuru Nakayama

  DOI：10.1246/cl.1984.339

  日期：1984.3.5

  A yellow pigment isolated from the title solution is proposed to be a tautomeric mixture of 3-hydroxy-5-methoxy-2,6-dimethyl-6-(2-methylbutyryloxy)-2,4-cyclohexadien-1-one and 3-hydroxy-5-methoxy-2,4-dimethyl-4-(2-methylbutyryloxy)-2,5-cyclohexadien-1-one on the basis of methylation experiment which give two products corresponding to both forms.

  从标题溶液中分离出的黄色颜料被认为是 3-羟基-5-甲氧基-2,6-二甲基-6-(2-甲基丁酰氧基)-2,4-环己二烯-1-酮和 3- 的互变异构混合物。羟基-5-甲氧基-2,4-二甲基-4-(2-甲基丁酰氧基)-2,5-环己二烯-1-酮基于甲基化实验，得到对应于两种形式的两种产物。
• Total Synthesis of Wasabidienones B₁ and B₀ via SIBX-Mediated Hydroxylative Phenol Dearomatization
  作者：Laurent Pouységu、Mélanie Marguerit、Julien Gagnepain、Gildas Lyvinec、Andrew J. Eatherton、Stéphane Quideau

  DOI：10.1021/ol802183p

  日期：2008.11.20

  The first total synthesis of the natural nondimerizing o-quinol (+)-wasabidienone B-1 was achieved from commercially available 1,3,5-trimethoxybenzene. The key dearomatizing transformation was efficiently accomplished via a hydroxylative phenol dearomatization reaction using the stabilized lambda(5)-iodane reagent IBX (SIBX). (+)-Wasabidienone B-1 was then converted into its congener (-)-wasabidienone B-0 via an improved thermally induced ring-contracting isomerization reaction.
• �ber Dicarbonylderivate von Phenolen
  作者：W. Gruber、F. Traub

  DOI：10.1007/bf00899029

  日期：——