6,8-dimethoxy-3,7-dimethylisochromane | 70080-84-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 6,8-dimethoxy-3,7-dimethylisochromane
• 英文别名: 6,8-dimethoxy-3,7-dimethylisochroman；6,8-dimethoxy-3,7-dimethyl-3,4-dihydro-1H-isochromene
• CAS: 70080-84-1
• 化学式: C₁₃H₁₈O₃
• 分子量: 222.284
• InChiKey: IJGNMTVHJAYUIH-UHFFFAOYSA-N

物化性质

• 熔点：
  54.5-55.3 °C(Solv: hexane (110-54-3))
• 沸点：
  346.8±42.0 °C(Predicted)
• 密度：
  1.050±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6,8-dimethoxy-3,7-dimethylisochromane 在 sodium hydride 、 乙硫醇 作用下， 生成 3,7-dimethyl-6-hydroxy-8-methoxyisochroman
  参考文献：
  名称：

  Syntheses of 3,7-Dimethyl-8-hydroxy-6-methoxyisochroman, the 3,7-Dimethyl-6-hydroxy-8-methoxy Isomer, and Their Ester and Ether Derivatives:  Plant Growth Regulatory Activity

  摘要：

  A systematic investigation of ester and ether derivatives of 3,7-dimethyl-8-hydroxy-6-methoxyisochroman and 3,7-dimethyl-6-hydroxy-8-methoxyisochroman has established that all of the derivatives synthesized exhibited activity in the wheat coleoptile assay, with several of the compounds being more active than the parent systems.

  DOI：

  10.1021/jf960618l
• 作为产物：
  描述：

  1-[3,5-dimethoxy-4-methylphenyl]-propan-2-ol 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.75h， 生成 6,8-dimethoxy-3,7-dimethylisochromane
  参考文献：
  名称：

  Syntheses of 3,7-Dimethyl-8-hydroxy-6-methoxyisochroman, the 3,7-Dimethyl-6-hydroxy-8-methoxy Isomer, and Their Ester and Ether Derivatives:  Plant Growth Regulatory Activity

  摘要：

  A systematic investigation of ester and ether derivatives of 3,7-dimethyl-8-hydroxy-6-methoxyisochroman and 3,7-dimethyl-6-hydroxy-8-methoxyisochroman has established that all of the derivatives synthesized exhibited activity in the wheat coleoptile assay, with several of the compounds being more active than the parent systems.

  DOI：

  10.1021/jf960618l

文献信息

• Synthesis of isochromans and their derivatives
  申请人：The United States od America as Represented by the Secretary of

  公开号：US05922889A1

  公开（公告）日：1999-07-13

  Isochromans and their derivatives have been chemically synthesized. These compounds possess significant phytotoxic activity which may be used as a biodegradable contact herbicide. The synthetic method allows for economic production of these herbicides.

  异色满和它们的衍生物已经被化学合成。这些化合物具有显著的植物毒性活性，可用作可生物降解的接触除草剂。合成方法允许经济生产这些除草剂。
• Synthesis and structure of 8-hydroxy-6-methoxy-3,7-dimethylisochromane and its analogues
  作者：Tsuneo Suzuki、Kiyoshi Tanemura、Takaaki Horaguchi、Kimiyoshi Kaneko

  DOI：10.1016/j.tet.2006.01.079

  日期：2006.4

  The title compound 1 was obtained by the reaction of alcohol 18 and triethyl orthoformate catalyzed by aluminum chloride followed by catalytic hydrogenation in good yield. Similarly, compounds 1 and 3 were obtained by intramolecular cyclization of MOM ether 19 with titanium(IV) chloride in moderate yields and isochromanes 1, 3, 26 and 27 by intramolecular cyclization of ether 20 with titanium(IV) chloride

  通过用氯化铝催化的醇18和原甲酸三乙酯的反应，然后以良好的产率催化氢化，得到标题化合物1。类似地，化合物1和3通过MOM的分子内环化得到醚19与钛（IV），氯化在中等产率和isochromanes 1，3，26和27通过的醚分子内环化20与钛（IV），氯化高收率。化合物的结构1 - 3通过分析光谱数据和化学反应来阐明。讨论了形成1和3的机理。
• US5922889A
  申请人：——

  公开号：US5922889A

  公开（公告）日：1999-07-13
• Syntheses of 3,7-Dimethyl-8-hydroxy-6-methoxyisochroman, the 3,7-Dimethyl-6-hydroxy-8-methoxy Isomer, and Their Ester and Ether Derivatives:  Plant Growth Regulatory Activity
  作者：Horace G. Cutler、George Majetich、Xinrong Tian、Paul Spearing

  DOI：10.1021/jf960618l

  日期：1997.4.1

  A systematic investigation of ester and ether derivatives of 3,7-dimethyl-8-hydroxy-6-methoxyisochroman and 3,7-dimethyl-6-hydroxy-8-methoxyisochroman has established that all of the derivatives synthesized exhibited activity in the wheat coleoptile assay, with several of the compounds being more active than the parent systems.