2-Hydroxyethyl 2-iodobenzoate | 1313505-02-0

• 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-iodobenzoate
• CAS: 1313505-02-0
• 化学式: C₉H₉IO₃
• mdl: MFCD25970040
• 分子量: 292.073
• InChiKey: BCJPASHNAXGMMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Hydroxyethyl 2-iodobenzoate 、 阿拉酸式苯 在 氯化亚砜 作用下， 以55%的产率得到2-(2-Iodobenzoyl)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-碘苯甲酸 、 乙二醇 在 硫酸 作用下， 生成 2-Hydroxyethyl 2-iodobenzoate
  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

文献信息

• The synthetic protocol for α-bromocarbonyl compounds via brominations
  作者：Yumi Murata、Kentaro Takeuchi、Takashi Nishikata

  DOI：10.1016/j.tet.2019.03.048

  日期：2019.5

  α-bromocarbonyl compounds are not summarized. Generally, α-bromocarbonyl compounds can be synthesized from the corresponding carboxylic acids via α-bromo acid bromide, but the brominations of carboxylic acids are sometimes problematic. In this paper, we will report some technical information for a bromination and synthetic examples of representative α-bromocarbonyl compounds.

  在适当的引发剂（例如铜盐）存在下，α-溴羰基化合物很容易生成α自由基。最近，使用α-溴羰基化合物作为叔烷基源的叔烷基化反应被认为是最重要的烷基化反应之一。使用α-溴代羰基化合物的反应正在增加，而各种官能化的α-溴代羰基化合物的合成方法尚未总结。通常，可以通过α-溴酸溴化物从相应的羧酸合成α-溴羰基化合物，但是羧酸的溴化有时是有问题的。在本文中，我们将报告溴化的一些技术信息以及代表性的α-溴羰基化合物的合成实例。
• Synthesis of Styrenes and <i>E‐</i>Stilbenes by Palladium‐Catalyzed Vinylation of Aryl Iodides with 1,2‐Dibromoethane
  作者：Guangfa Shi、Xiaotian Ma、Qiongqiong Zhu、Yanghui Zhang

  DOI：10.1002/adsc.202301146

  日期：2024.3.8

  The Pd-catalyzed vinylation reactions of aryl iodides using 1,2-dibromoethane is developed for the synthesis of styrenes and stilbenes. In these reactions, vinyl bromide is generated from 1,2-dibromoethane and then undergoes reductive cross-coupling with aryl iodides, affording styrene products. Under slightly modified reaction conditions, styrenes can continue reacting with vinyl bromide to form E-stilbenes

  使用 1,2-二溴乙烷的钯催化芳基碘化物乙烯基化反应被开发用于合成苯乙烯和茋。在这些反应中，溴乙烯由 1,2-二溴乙烷产生，然后与芳基碘进行还原交叉偶联，得到苯乙烯产物。在稍加修改的反应条件下，苯乙烯可以继续与溴乙烯反应生成E-二苯乙烯，这提供了二苯乙烯的一锅合成方法。醇，包括异丙醇和甲醇，在这些还原交叉偶联反应中用作还原剂。
• MIYANO, SOTARO;FUKUSHIMA, HIROSHI;HANDA, SHIGERU;ITO, HIROMITSU;HASHIMOTO+, BULL. CHEM. SOC. JAP., 61,(1988) N 9, C. 3249-3254
  作者：MIYANO, SOTARO、FUKUSHIMA, HIROSHI、HANDA, SHIGERU、ITO, HIROMITSU、HASHIMOTO+

  DOI：——

  日期：——