间甲基苯甲酰溴 | 34557-05-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 间甲基苯甲酰溴
• 英文名称: m-methylbenzoyl bromide
• 英文别名: 3-Methylbenzoyl bromide
• CAS: 34557-05-6
• 化学式: C₈H₇BrO
• 分子量: 199.047
• InChiKey: HWMXQHXUIHJYDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  3-甲基苯甲醛	m-Tolualdehyde	620-23-5	C8H8O	120.151

反应信息

• 作为反应物：
  描述：

  甲醇 、 间甲基苯甲酰溴 以 乙腈 为溶剂， 生成 3-甲基苯甲酸甲酯
  参考文献：
  名称：

  Kevill, Dennis N.; Knauss, Donald C., Journal of the Chemical Society. Perkin transactions II, 1993, # 3, p. 307 - 312

  摘要：

  DOI：
• 作为产物：
  描述：

  3-甲基苯甲醛 在 三氯溴甲烷 作用下， 以 四氯化碳 为溶剂， 生成 间甲基苯甲酰溴
  参考文献：
  名称：

  从苯甲醛中提取氢的极性效应-I：三氯甲基自由基的提取

  摘要：

  由三氯甲基自由基夺氢的相对速率已经确定九个米-和p通过使用乙苯作为referecne标准的竞争性反应的手段-取代的苯甲醛。通过Hammett方程显示出极性效应ϱ = 0·74）与σ常数相关，并讨论了p -MeO和p -PhO取代基的异常行为。发现氘同位素效应K H / K D在80°下为2·4。

  DOI：

  10.1016/s0040-4020(01)98675-2

文献信息

• METHOD FOR PRODUCING CYCLIC SULFONIC ACID ESTER AND INTERMEDIATE THEREOF
  申请人：Kuramoto Ayako

  公开号：US20120130089A1

  公开（公告）日：2012-05-24

  The present invention is directed to provide an efficient production method which is capable of not only obtaining a cyclic sulfonic acid ester (sultone) at low cost and in high yield, but also the sulfonic acid ester (sultone) stably even in a commercial scale. The present invention relates to a method for producing hydroxysultone comprising a first step where a diol having a specified structure and a thionyl halide are reacted to obtain a cyclic sulfite having a specified structure, and a second step where the cyclic sulfite is reacted with water or/and alcohol; a method for producing an unsaturated sultone having a specified structure comprising a third step where a hydroxylsultone having a specified structure is reacted with an acid halide or an acid anhydride to obtain an intermediate, subsequently the intermediate is treated with a base; as well as a cyclic sulfite having a specified structure.

  本发明旨在提供一种高效的生产方法，该方法不仅能够以低成本和高产率获得环状磺酸酯（磺酮），而且能够在商业规模下稳定地生产磺酸酯（磺酮）。本发明涉及一种生产羟基磺酮的方法，包括第一步，其中将具有特定结构的二元醇和硫酰卤反应，以获得具有特定结构的环状亚磺酸酯，以及第二步，其中将环状亚磺酸酯与水或/和醇反应；一种生产具有特定结构的不饱和磺酮的方法，包括第三步，其中将具有特定结构的羟基磺酮与酸卤或酸酐反应，以获得中间体，随后用碱处理中间体；以及具有特定结构的环状亚磺酸酯。
• 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。
• Design, Synthesis, and Biological Activities of Novel Phenylpyrazole Derivatives Containing a Trifluoromethylselenyl Moiety
  作者：Lefeng Dong、Wenning Chang、Wulin Yang、Zhiping Xu、Jiagao Cheng、Xusheng Shao、Xiaoyong Xu、Zhong Li

  DOI：10.1021/acs.jafc.3c03193

  日期：2023.8.2

  Herein, 36 novel phenylpyrazole derivatives containing a trifluoromethylselenyl moiety were designed and synthesized based on the strategy of introducing a selenium element. All derivative structures were characterized by nuclear magnetic resonance (NMR) and high-resolution mass spectrometry (HRMS). The insecticidal activity results indicated that some derivatives had good insecticidal activities

  苯基吡唑杀虫剂通过阻断γ-氨基丁酸（GABA）门控氯离子通道和谷氨酸门控氯离子（GluCl）通道而广泛用于作物保护和公共卫生。在此，基于引入硒元素的策略，设计并合成了36种含有三氟甲基硒基部分的新型苯基吡唑衍生物。所有衍生结构均通过核磁共振（NMR）和高分辨率质谱（HRMS）进行表征。杀虫活性结果表明，部分衍生物对白纹伊蚊（A. albopictus）和小菜蛾（P. xylostella）具有良好的杀虫活性。0.5 mg/L 的化合物5、5a、5k和5l对蚊子的杀幼活性为 60-80%。在浓度为 500 mg/L 时，化合物5、5a、5h、5k、5l、5r、6、6j、6k和7对小菜蛾的死亡率为 70–100% 。其中衍生物5和6的杀虫效果较好，50mg/L时死亡率分别为87%和93%。对接研究表明，氟虫腈与化合物5和6在家蝇（M.domestica）GABAR中的不同结合姿势可能导致生物活
• Diamino compounds and methods for preparing them
  申请人：CHISSO CORPORATION

  公开号：EP0708077A1

  公开（公告）日：1996-04-24

  An object of the invention is to propose diamino compounds expressed by the following general formula (1) which are suitable to obtain a raw material, a polyimide resin, for a liquid crystal aligning film without any image sticking and with a high voltage holding ratio at from a low temperature to a high temperature as well as the preparation thereof: wherein, (a) when R²⁵ being a hydrogen atom and D being , all of R¹¹, R¹², R¹³ and R¹⁴ denote a hydrogen atom, and R²¹, R²², R²³, R²⁴, R³¹, R³², R³³, R³⁴, R⁴¹, R⁴², R⁴³ and R⁴⁴ denote independently each other a hydrogen atom or an alkyl group with 1 to 8 carbon atoms, (b) when R²⁵ being a hydrogen atom and D being , all of R¹¹, R¹², R¹³ and R¹⁴ denote a hydrogen atom, and R²¹ and R³², R²² and R³¹, R²³ and R³⁴, as well as R²⁴ and R³³ are respectively the same atoms or groups and denote independently each other hydrogen atoms or straight-chain or branched alkyl groups with 1 to 8 carbon atoms, and R⁴¹, R⁴², R⁴³, R⁴⁴, R⁵¹, R⁵², R⁵³ and R⁵⁴ denote independently each other a hydrogen atom or an alkyl group with 1 to 8 carbon atoms, (c) when R²⁵ being a hydrogen atom and D being a divalent straight-chain or branched hydrocarbon group with 2 to 30 carbon atoms, R¹¹, R¹², R¹³ and R¹⁴ denote independently a hydrogen atom or a straight-chain or branched alkyl group with 1 to 8 carbon atoms, and R²¹ and R³², R²² and R³¹, R²³ and R³⁴ as well as R²⁴ and R³³ are respectively the same atoms or groups and denote independently each other hydrogen atoms or straight-chain or branched alkyl groups with 1 to 8 carbon atoms, (d) when R²⁵ being a straight-chain or branched alkyl group with 1 to 12 carbon atoms, D denotes a direct bond, an aliphatic group with 1 to 30 carbon atoms, an aromatic group with 6 to 30 carbon atoms, or a divalent hydrocarbon group with 7 to 30 carbon atoms having both an aliphatic group and an aromatic group, R¹¹, R¹², R¹³ and R¹⁴ denote independently a hydrogen atom or a straight-chain or branched alkyl group with 1 to 8 carbon atoms, and R²¹ and R³², R²² and R³¹, R²³ and R³⁴ as well as R²⁴ and R³³ are respectively the same atoms or groups and denote independently each other hydrogen atoms or straight-chain or branched alkyl groups with 1 to 8 carbon atoms.

  本发明的目的是提出由以下通式（1）表示的二氨基化合物及其制备方法，这些化合物适用于获得用于液晶对准膜的原材料--聚酰亚胺树脂，在低温至高温条件下不会产生任何图像粘连，并具有较高的电压保持率： 其中 (a) 当 R²⁵ 是氢原子且 D 是 时，所有R¹¹、R¹²、R¹³和R¹⁴均表示氢原子，而R²¹、R²²、R²³、R²⁴、R³¹、R³²、R³³、R³⁴、R⁴¹、R⁴²、R⁴³和R⁴⁴相互独立地表示氢原子或具有1至8个碳原子的烷基、 (b) 当 R²⁵为氢原子且 D 时，所有 R¹¹、R¹²、R¹³ 和 R¹⁴ 均表示氢原子，R²¹ 和 R³²、R²² 和 R³¹、R²³ 和 R³⁴，以及 R²⁴ 和 R³³ 分别是相同的原子或基团，并各自独立地表示氢原子或具有 1 至 8 个碳原子的直链或支链烷基、和 R⁴¹、R⁴²、R⁴³、R⁴⁴、R⁵¹、R⁵²、R⁵³ 和 R⁵⁴ 相互独立地表示氢原子或具有 1 至 8 个碳原子的烷基、 (c) 当 R²⁵ 为氢原子且 D 为具有 2 至 30 个碳原子的二价直链或支链烃基时，R¹¹、R¹²、R¹³ 和 R¹⁴ 相互独立地表示氢原子或具有 1 至 8 个碳原子的直链或支链烷基、和 R²¹ 和 R³²、R²² 和 R³¹、R²³ 和 R³⁴ 以及 R²⁴ 和 R³³ 分别是相同的原子或基团，并各自独立地表示氢原子或具有 1 至 8 个碳原子的直链或支链烷基、 (d) 当 R²⁵ 是具有 1 至 12 个碳原子的直链或支链烷基时，D 表示直接键、具有 1 至 30 个碳原子的脂肪族基团、具有 6 至 30 个碳原子的芳香族基团或具有 7 至 30 个碳原子且同时具有脂肪族基团和芳香族基团的二价烃基，R¹¹、R¹²、R¹¹、R¹²、R¹³ 和 R¹⁴ 独立地表示氢原子或具有 1 至 8 个碳原子的直链或支链烷基，R²¹ 和 R³²、R²² 和 R³¹、R²³ 和 R³⁴ 以及 R²⁴ 和 R³³ 分别是相同的原子或基团，并独立地表示氢原子或具有 1 至 8 个碳原子的直链或支链烷基。
• 1,3-propanesultone derivative useful in the preparation of a 1,3-propenesultone derivative
  申请人：Wako Pure Chemical Industries, Ltd.

  公开号：EP2757102A1

  公开（公告）日：2014-07-23

  The present invention is directed to provide an efficient production method which is capable of not only obtaining a cyclic sulfonic acid ester (sultone) at low cost and in high yield, but also the sulfonic acid ester (sultone) stably even in a commercial scale. The present invention relates to a method for producing hydroxysultone comprising a first step where a diol having a specified structure and a thionyl halide are reacted to obtain a cyclic sulfite having a specified structure, and a second step where the cyclic sulfite is reacted with water or/and alcohol; a method for producing an unsaturated sultone having a specified structure comprising a third step where a hydroxylsultone having a specified structure is reacted with an acid halide or an acid anhydride to obtain an intermediate, subsequently the intermediate is treated with a base; as well as a cyclic sulfite having a specified structure.

  本发明旨在提供一种高效的生产方法，该方法不仅能够低成本、高产率地获得环状磺酸酯（磺内酯），而且即使在商业规模上也能稳定地获得磺酸酯（磺内酯）。本发明涉及一种生产羟基磺酸内酯的方法，包括第一步：具有特定结构的二元醇与亚 硫酰卤反应，得到具有特定结构的环状亚硫酸盐；第二步：环状亚硫酸盐与水或/和醇反应；一种生产具有特定结构的不饱和舒尔酮的方法，包括第三步：具有特定结构的羟基舒尔酮与酸卤化物或酸酐反应，得到中间体，然后用碱处理中间体；以及具有特定结构的环状亚硫酸盐。