2-bromo-benzoyl bromide | 79985-00-5

• 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: 2-bromo-benzoyl bromide
• 英文别名: 2-Brom-benzoylbromid；2-bromobenzoyl Bromide
• CAS: 79985-00-5
• 化学式: C₇H₄Br₂O
• 分子量: 263.916
• InChiKey: XYBZSRNUTSEUNH-UHFFFAOYSA-N

物化性质

• 沸点：
  166-168 °C(Press: 18 Torr)
• 密度：
  1.972±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-bromo-benzoyl bromide 在 双(三甲基硅烷基)氨基钾 、 三乙胺 作用下， 以 四氢呋喃 、 四氯化碳 、 甲苯 为溶剂， 反应 1.5h， 生成
  参考文献：
  名称：

  一种合成马兜铃内酰胺的新方法。Cepharanone A和B的全合成

  摘要：

  描述了一种高效、简洁且战术新颖的阿里斯托拉克塔姆合成方法。关键步骤是利用芳烯介导的环化反应，将来自磷酸化卤代苯酰胺衍生物的氨基羰基阴离子进行环化。霍纳反应、自由基环化和最终去保护完成了苯并蒽内酯生物碱的合成。该策略的可行性通过合成头孢霉素A和B进一步得到了验证。

  DOI：

  10.1055/s-1997-1046
• 作为产物：
  描述：

  邻溴苯甲醛 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 四氯化碳 为溶剂， 反应 1.5h， 生成 2-bromo-benzoyl bromide
  参考文献：
  名称：

  A Short and Efficient Synthesis of 3-Diphenylphosphoryl- and 3-Diethoxyphosphoryl(aza)isoindolinones: Extension to the Sulfonylated Analogs

  摘要：

  多种3-二苯基磷酰基和3-二乙氧基磷酰基（氮杂）异吲哚啉酮已通过芳基和杂芳基介导的环化反应高效合成，这些反应以适当取代的2-和3-卤代苯酰胺及3-氯吡啶-4-羧酰胺衍生物为基础，利用磷酸化的α-氨基碳阴离子。通过扩展这一原理，已成功合成了一些3-磺酰化的类似物。

  DOI：

  10.1055/s-1997-1370

文献信息

• Convenient metal-free direct oxidative amidation of aldehyde using dibromoisocyanuric acid under mild conditions
  作者：Soosung Kang、Minh Thanh La、Hee-Kwon Kim

  DOI：10.1016/j.tetlet.2018.08.026

  日期：2018.9

  synthesized by an oxidative amidation in the presence of dibromoisocyanuric acid (DBI). Treatment of aromatic and aliphatic aldehydes with dibromoisocyanuric acid generated acyl bromide intermediates, which were employed to react with a variety of secondary and primary amines to give amides. Through this reaction method, various amides were synthesized directly from aldehydes under mild conditions in high yields

  描述了一种从醛直接合成酰胺的简便方法。在二溴异氰尿酸（DBI）存在下，通过氧化酰胺化合成酰胺键。用二溴异氰尿酸处理芳族和脂族醛可生成酰基溴中间体，该中间体可与多种仲胺和伯胺反应生成酰胺。通过这种反应方法，可以在温和的条件下以高收率和短时间直接从醛中合成出各种酰胺。这种简便有效的方法为从醛直接合成酰胺提供了潜在的策略。
• Domino Heck-Aza-Michael Reactions: A One-Pot, Sequential Three-Component Approach to 1,1-Dioxido-1,2-benzisothiazoline-3-acetic Acid
  作者：Alan Rolfe、Kyle Young、Paul R. Hanson

  DOI：10.1002/ejoc.200800651

  日期：2008.11

  development of a new method for the synthesis of 1,1-dioxido-1,2-benzisothiazoline-3-acetic acid by a domino process is reported whereby a classical Heck reaction is coupled to an intramolecular aza-Michael reaction. Ultimately, this method has been expanded to a one-pot, sequential three-component protocol to generate diverse benzofused γ-sultams from a range of commercially available α-bromobenzenesulfonyl

  报道了一种通过多米诺法合成 1,1-二氧化-1,2-苯并异噻唑啉-3-乙酸的新方法的开发，其中经典的 Heck 反应与分子内的 aza-Michael 反应偶联。最终，该方法已扩展为一锅、连续的三组分方案，以从一系列市售的 α-溴苯磺酰氯、胺和迈克尔受体中生成各种苯并稠合 γ-磺胺。
• ORGANIC ELECTROLUMINESCENT DEVICE
  申请人：MERCK PATENT GMBH

  公开号：US20150340621A1

  公开（公告）日：2015-11-26

  The present invention relates to organic electroluminescent devices which comprise mixtures of at least two electron-conducting materials, in particular as matrix for phosphorescent emitters.

  本发明涉及有机电致发光器件，其中包括至少两种电子导体材料的混合物，特别是作为磷光发射体的基质。
• Combinatorial Synthesis of Novel 1-sulfonyloxy/acyloxyeugenol Derivatives as Fungicidal Agents
  作者：Zhiping Che、Genqiang Chen、Lina Zhu、Jiaxuan He、Song Zhang、Yuanhao Li、Xiaolong Guo、Di Sun、Yuee Tian、Shengming Liu、Xiaobo Huang

  DOI：10.2174/1386207324666210813114829

  日期：2022.8

  Developing the high-efficiency and low-risk small-molecule greenfungicide is the key to effective control of the plant pathogenic oomycetes. Essential oils play a very important role in novel fungicide discovery for their unique sources and potential target sites. Eugenol, a kind of plant essential oil, was mainly isolated from the unopened and dried flower buds of Syzygium aromaticum of the Myrtaceae family. Due to its unique structural skeleton, eugenol and its derivatives have exhibited a wide range of biological activities. However, a study on the synthesis of novel 1-sulfonyloxy/acyloxyeugenol derivatives as fungicidal agents against Phytophthora capsici has not yet been reported.

  Twenty-six novel 1-sulfonyloxy/acyloxyeugenol derivatives (3a-p and 5a-j) were prepared and their structures were well characterized by 1H NMR, HRMS, and m.p. Their fungicidal activity was evaluated against P. capsici by using the mycelial growth rate method.

  To find novel natural-product-based fungicidal agents to control the plant pathogenic oomycetes, we herein designed and synthesized two series of novel 1-sulfonyloxy/acyloxyeugenol derivatives (3a-p and 5a-j) as fungicidal agents against P. capsici Leonian, in vitro. Results of fungicidal activity revealed that, among all compounds, especially compounds 3a, 3f, and 3n displayed the most potent anti-oomycete activity against P. capsici with EC50 values of 79.05, 75.05, and 70.80, respectively.

  The results revealed that the anti-oomycete activity of eugenol with the sulfonyloxy group was higher than that with the acyloxy group. It is suggested that the fungicidal activity of eugenol can be improved by introducing the sulfonyloxy group. This will pave the way for further design, structural modification, and development of eugenol derivatives as fungicidal agents.

  背景： 开发高效、低风险的小分子绿色杀菌剂是有效控制植物病原真菌的关键。精油因其独特的来源和潜在的靶点，在新型杀菌剂发现中发挥着非常重要的作用。丁香酚是一种植物精油，主要从桃金娘科的丁香属植物的未开放和干燥的花蕾中分离得到。由于其独特的结构骨架，丁香酚及其衍生物展现出了广泛的生物活性。然而，关于合成新型1-磺酰氧基/酰氧基丁香酚衍生物作为对辣椒疫霉菌的杀菌剂的研究尚未报道。 方法： 制备了26种新型1-磺酰氧基/酰氧基丁香酚衍生物（3a-p和5a-j），并通过1H NMR、HRMS和熔点对其结构进行了良好的表征。使用菌丝生长速率法评估了它们对辣椒疫霉菌的杀菌活性。 结果： 为了寻找控制植物病原真菌的新型天然产物杀菌剂，我们设计和合成了两系列新型1-磺酰氧基/酰氧基丁香酚衍生物（3a-p和5a-j）作为对辣椒疫霉菌的杀菌剂。杀菌活性结果显示，在所有化合物中，特别是化合物3a、3f和3n，对辣椒疫霉菌的抗真菌活性最强，EC50值分别为79.05、75.05和70.80。 结论： 结果表明，磺酰氧基的丁香酚的抗真菌活性高于酰氧基。建议通过引入磺酰氧基来提高丁香酚的杀菌活性。这将为进一步设计、结构修饰和开发丁香酚衍生物作为杀菌剂铺平道路。
• Novel hydroxy-peroxides and their uses
  申请人：ATOCHEM NORTH AMERICA, INC.

  公开号：EP0381135A2

  公开（公告）日：1990-08-08

  Novel hydroxy peroxides of the Structure A [wherein R-, -R11- and -X- are as defined in the Summary of the Invention Section], having 10 hour half-life temperatures of 85-100 °C, the processes for their preparation, and the use of these novel compositions in curing of unsaturated polyester resins and in initiating polymerization of ethylenically unsaturated monomers.

  结构 A 的新型羟基过氧化物 [其中 R-、-R11- 和 -X- 的定义见发明概述部分]、 其半衰期为 10 小时，温度为 85-100 °C，其制备工艺，以及这些新型组合物在固化不饱和聚酯树脂和引发乙烯基不饱和单体聚合中的用途。