2-hydroxyethyl 2-methoxybenzoate | 918663-31-7

• 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: 2-hydroxyethyl 2-methoxybenzoate
• 英文别名: 2-Hydroxyethyl 2-methoxybenzoate
• CAS: 918663-31-7
• 化学式: C₁₀H₁₂O₄
• mdl: MFCD20257345
• 分子量: 196.203
• InChiKey: PSJOKJLYYQYIKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-hydroxyethyl 2-methoxybenzoate 、 阿拉酸式苯 在 氯化亚砜 作用下， 以50%的产率得到2-(2-Methoxybenzoyl)oxyethyl 1,2,3-benzothiadiazole-7-carboxylate
  参考文献：
  名称：

  Novel Benzo-1,2,3-thiadiazole-7-carboxylate Derivatives As Plant Activators and the Development of Their Agricultural Applications

  摘要：

  Plant activators are a novel kind of agrochemicals that could induce resistance in many plants against a broad spectrum of diseases. To date, only few plant activators have been commercialized. In order to develop novel plant activators, a series of benzo-1,2,3-thiadiazole-7-carboxylate derivatives were synthesized, and the structures were characterized by H-1 NMR, IR, elemental analyses, and HRMS or MS. Their potential systemic acquired resistance as plant activators was evaluated as well. Most of them showed good activity, especially, fluoro-containing compounds 3d and 3e, which displayed excellent SAR-inducing activity against cucumber Erysiphe cichoracearum and Colletotrichum lagenarium in assay screening. Field test results illustrated that compounds 3d and 3e were more potent than the commercial plant activator, S-methyl benzo[1,2,3]thiadiazole-7-carbothioate (BTH) toward these pathogens. Further, the preparation of compound 3d is more facile than BTH with lower cost, which will be helpful for further applications in agricultural plant protection.

  DOI：

  10.1021/jf203974p
• 作为产物：
  描述：

  2-(2-methoxyphenyl)-1,3-dioxolane 在 palladium 10% on activated carbon 、 氧气 作用下， 以 乙二醇 为溶剂， 反应 12.0h， 以77%的产率得到2-hydroxyethyl 2-methoxybenzoate
  参考文献：
  名称：

  碳对芳族缩醛的化学催化氧氧化钯

  摘要：

  前所未有的化学选择性转化的发展有助于形成靶分子的新型合成过程。使用可重复使用的钯/碳催化剂在大气氧条件下形成具有脂肪族乙缩醛和缩酮耐受性的酯衍生物，可以实现芳香族乙缩醛的化学选择性氧化。

  DOI：

  10.1021/acs.orglett.6b02833

文献信息

• Palladium on Carbon-Catalyzed Chemoselective Oxygen Oxidation of Aromatic Acetals
  作者：Naoki Yasukawa、Shota Asai、Maho Kato、Yasunari Monguchi、Hironao Sajiki、Yoshinari Sawama

  DOI：10.1021/acs.orglett.6b02833

  日期：2016.11.4

  unprecedented chemoselective transformation has contributed to forming a novel synthetic process for target molecules. Chemoselective oxidation of aromatic acetals has been accomplished using a reusable palladium on carbon catalyst under atmospheric oxygen conditions to form ester derivatives with tolerance of aliphatic acetals and ketals.

  前所未有的化学选择性转化的发展有助于形成靶分子的新型合成过程。使用可重复使用的钯/碳催化剂在大气氧条件下形成具有脂肪族乙缩醛和缩酮耐受性的酯衍生物，可以实现芳香族乙缩醛的化学选择性氧化。
• Novel Benzo-1,2,3-thiadiazole-7-carboxylate Derivatives As Plant Activators and the Development of Their Agricultural Applications
  作者：Qingshan Du、Weiping Zhu、Zhenjiang Zhao、Xuhong Qian、Yufang Xu

  DOI：10.1021/jf203974p

  日期：2012.1.11

  Plant activators are a novel kind of agrochemicals that could induce resistance in many plants against a broad spectrum of diseases. To date, only few plant activators have been commercialized. In order to develop novel plant activators, a series of benzo-1,2,3-thiadiazole-7-carboxylate derivatives were synthesized, and the structures were characterized by H-1 NMR, IR, elemental analyses, and HRMS or MS. Their potential systemic acquired resistance as plant activators was evaluated as well. Most of them showed good activity, especially, fluoro-containing compounds 3d and 3e, which displayed excellent SAR-inducing activity against cucumber Erysiphe cichoracearum and Colletotrichum lagenarium in assay screening. Field test results illustrated that compounds 3d and 3e were more potent than the commercial plant activator, S-methyl benzo[1,2,3]thiadiazole-7-carbothioate (BTH) toward these pathogens. Further, the preparation of compound 3d is more facile than BTH with lower cost, which will be helpful for further applications in agricultural plant protection.