Methyl 3,6-dihydroxy-2-octadecoxybenzoate | 203628-83-5

• 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: Methyl 3,6-dihydroxy-2-octadecoxybenzoate
• CAS: 203628-83-5
• 化学式: C₂₆H₄₄O₅
• 分子量: 436.632
• InChiKey: AZQMUUPNWASISC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.4
• 重原子数：
  31
• 可旋转键数：
  20
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Methyl 3,6-dihydroxy-2-octadecoxybenzoate 在 溶剂黄146 作用下， 以 喹啉 为溶剂， 以91%的产率得到2-octadecanyloxyhydroquinone
  参考文献：
  名称：

  Experimental studies of lewis acid catalyzed additions of long chained alcohols to activated 1,4-benzoquinone

  摘要：

  Lewis acid promoted additions of long chained alcohols to 2-carbomethoxy-1,4-benzoquinone (1) have been examined by using various LAs; AlCl3, TiCl4, MgBr2 and MgCl2. It has been found that the bidentate Lewis acid MgCl2, having ability to coordinate to both carbonyl oxygens (chelate control) of 2-carbomethoxy-1,4-benzoquinone (1), produced the addition product almost quantitatively at mild conditions. The MgCl2 catalyzed additions of alcohols have been utilized in the synthesis of rare 2-alkoxyhydroquinones (7a-e). The reactions between quinone 1, alcohol and AlCl3 or TiCl4 have also been investigated by using NMR spectroscopy. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(97)10409-4
• 作为产物：
  描述：

  Methyl 2-octadecoxy-3,6-dioxocyclohexa-1,4-diene-1-carboxylate 在 sodium dithionite 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 0.5h， 生成 Methyl 3,6-dihydroxy-2-octadecoxybenzoate
  参考文献：
  名称：

  Experimental studies of lewis acid catalyzed additions of long chained alcohols to activated 1,4-benzoquinone

  摘要：

  Lewis acid promoted additions of long chained alcohols to 2-carbomethoxy-1,4-benzoquinone (1) have been examined by using various LAs; AlCl3, TiCl4, MgBr2 and MgCl2. It has been found that the bidentate Lewis acid MgCl2, having ability to coordinate to both carbonyl oxygens (chelate control) of 2-carbomethoxy-1,4-benzoquinone (1), produced the addition product almost quantitatively at mild conditions. The MgCl2 catalyzed additions of alcohols have been utilized in the synthesis of rare 2-alkoxyhydroquinones (7a-e). The reactions between quinone 1, alcohol and AlCl3 or TiCl4 have also been investigated by using NMR spectroscopy. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(97)10409-4

文献信息

• Experimental studies of lewis acid catalyzed additions of long chained alcohols to activated 1,4-benzoquinone
  作者：Osmo E.O. Hormi、Anu M. Moilanen

  DOI：10.1016/s0040-4020(97)10409-4

  日期：1998.2

  Lewis acid promoted additions of long chained alcohols to 2-carbomethoxy-1,4-benzoquinone (1) have been examined by using various LAs; AlCl3, TiCl4, MgBr2 and MgCl2. It has been found that the bidentate Lewis acid MgCl2, having ability to coordinate to both carbonyl oxygens (chelate control) of 2-carbomethoxy-1,4-benzoquinone (1), produced the addition product almost quantitatively at mild conditions. The MgCl2 catalyzed additions of alcohols have been utilized in the synthesis of rare 2-alkoxyhydroquinones (7a-e). The reactions between quinone 1, alcohol and AlCl3 or TiCl4 have also been investigated by using NMR spectroscopy. (C) 1998 Elsevier Science Ltd. All rights reserved.