4,4-二甲氧基-1-甲基-2,5-环己二烯-1-醇 | 136538-19-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4,4-二甲氧基-1-甲基-2,5-环己二烯-1-醇
• 英文名称: 4,4-Dimethoxy-1-methyl-2,5-cyclohexadien-1-ol
• 英文别名: 4,4-Dimethoxy-1-methylcyclohexa-2,5-dien-1-ol
• CAS: 136538-19-7
• 化学式: C₉H₁₄O₃
• 分子量: 170.208
• InChiKey: ZVSHYFMAWMDEFM-UHFFFAOYSA-N

物化性质

• 沸点：
  246.7±40.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  4,4-二甲氧基-1-甲基-2,5-环己二烯-1-醇 在 dimethyl sulfide borane 作用下， 以 二氯甲烷 为溶剂， 以96%的产率得到对甲苯甲醚
  参考文献：
  名称：

  Reductive aromatization of quinol ketals: a new synthesis of C-aryl glycosides

  摘要：

  DOI：

  10.1021/ja00022a046
• 作为产物：
  描述：

  4,4-二甲氧基-2,5-环己二烯-1-酮 、 甲基锂 以 四氢呋喃 为溶剂， 生成 4,4-二甲氧基-1-甲基-2,5-环己二烯-1-醇
  参考文献：
  名称：

  Organometallic additions to protected quinone bis-epoxides and quinone monoacetals: synthesis of the aranorosin nucleus

  摘要：

  有机金属试剂与单保护醌双环氧化物 7 和醌单乙醛 5 的加成反应提供了一种获得高含氧环己醇 2 和 3 的途径；本文介绍了应用这种方法制备阿糖胞苷类似物 4 的情况。

  DOI：

  10.1039/c39920001589

文献信息

• New Cyclohexadienone Derivatives: Preparation and Chiral Discrimination in High-Pressure Diels-Alder Cycloadditions
  作者：Marie-Elise Trân-Huu-Dâu、Rudolf Wartchow、Ekkehard Winterfeldt、Yung-Sing Wong

  DOI：10.1002/1521-3765(20010601)7:11<2349::aid-chem23490>3.0.co;2-c

  日期：2001.6.1

  A wide range of cyclohexadienones has been synthesised in order to study their reactivity and their regio- and stereoselectivity with the enantiopure diene 1 under high-pressure conditions. Computational investigations were used to point out some parameters which affect the reactivity in this high chiral discrimination process. In addition, the resulting [4+2] cycloadducts allowed the preparation of new polyfunctional cyclohexenone derivatives.
• Stereoselective Synthesis of Heterocyclic Cage Compounds by Domino Conjugate Additions
  作者：M. Carmen Carreño,、Carmen García Luzón、María Ribagorda

  DOI：10.1002/1521-3765(20020104)8:1<208::aid-chem208>3.0.co;2-0

  日期：2002.1.4

  Heterocyclic cage compounds have been stereoselectively synthesized from enantiopure [(S)R]-[(p-tolylsulfinyl)methyl]-p-quinols or their amine analogues and 2-(trimethylsilyloxy)furan in the presence of Bu4NF. The method is particularly valuable not only because of the stereochemical control but also because the reactions occur in an experimentally simple one-pot procedure through a domino sequence of three consecutive conjugate additions. The intermediate 1.4-adducts could be isolated when the reaction was carried out in the presence of BF3 (.) OEt2.
• Reductive and Nonreductive Aromatization of Quinol Ketal Glycals. Models for the Preparation of C-Aryl Glycoside Natural Products
  作者：Kathlyn A. Parker、Craig A. Coburn、Yung-hyo Koh

  DOI：10.1021/jo00114a057

  日期：1995.5