(E)-Octadec-8-enoic acid | 5684-81-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-Octadec-8-enoic acid
• 英文别名: trans-8-Octadecensaeure；8-Octadecenoic acid
• CAS: 5684-81-1
• 化学式: C₁₈H₃₄O₂
• 分子量: 282.467
• InChiKey: WRIDQFICGBMAFQ-ZHACJKMWSA-N

物化性质

• 熔点：
  52.4-53.4 °C
• 沸点：
  403.7±24.0 °C(Predicted)
• 密度：
  0.899±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  20
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-Octadec-8-enoic acid 在 甲酸 、 双氧水 作用下， 生成 (+/-)-erythro-8,9-dihydroxy-octadecanoic acid
  参考文献：
  名称：

  Fusari; Greenlee; Brown, Journal of the American Oil Chemists' Society, 1951, vol. 28, p. 417

  摘要：

  DOI：
• 作为产物：
  描述：

  顺式8-十八碳烯酸 在 selenium 作用下， 生成 (E)-Octadec-8-enoic acid
  参考文献：
  名称：

  Fusari; Greenlee; Brown, Journal of the American Oil Chemists' Society, 1951, vol. 28, p. 417

  摘要：

  DOI：

文献信息

• Photoinduced Copper‐Catalyzed Asymmetric Three‐Component Coupling of 1,3‐Dienes: An Alternative to Kharasch–Sosnovsky Reaction
  作者：Peng‐Zi Wang、Xue Wu、Ying Cheng、Min Jiang、Wen‐Jing Xiao、Jia‐Rong Chen

  DOI：10.1002/anie.202110084

  日期：2021.10.11

  powerful methods for allylic oxidation of alkenes. However, the inherent radical mechanism and use of peroxides as both oxidants and oxygen nucleophiles render dearth of universal catalytic systems for highly enantioselective variants and limited scope. Herein, an alternative to the asymmetric Kharasch–Sosnovsky reaction that utilized a chiral copper catalyst and purple-LED irradiation to enable the

  Kharasch-Sosnovsky 反应是烯烃烯丙基氧化最有效的方法之一。然而，固有的自由基机制和过氧化物作为氧化剂和氧亲核试剂的使用导致缺乏用于高度对映选择性变体和有限范围的通用催化系统。在此，报道了不对称 Kharasch-Sosnovsky 反应的替代方案，该反应利用手性铜催化剂和紫色 LED 照射实现 1,3-二烯、肟酯和羧酸的三组分偶联。该协议具有温和的条件、显着的范围和官能团耐受性，> 80 个例子和在药物和天然产物的后期修饰中的效用证明了这一点。详细的机理研究为基于自由基的反应途径提供了证据。
• Pyrimethanil Ionic Liquids Paired with Various Natural Organic Acid Anions for Reducing Its Adverse Impacts on the Environment
  作者：Rong Tang、Tao Tang、Gang Tang、You Liang、Weichen Wang、Jiale Yang、Junfan Niu、Jingyue Tang、Zhiyuan Zhou、Yongsong Cao

  DOI：10.1021/acs.jafc.9b03643

  日期：2019.10.9

  In this study, nine pyrimethanil ionic liquids (PILs) were synthesized through an acid–base reaction with nine naturally derived organic acid anions to improve the physicochemical properties and reduce the environmental adverse impacts. The PILs presented lower volatilization, higher photostability, better soil adsorption capacity, and improved fungicidal activity relative to pyrimethanil. When the

  在这项研究中，通过与9种天然衍生的有机酸阴离子进行酸碱反应，合成了9种嘧霉胺离子液体（PIL），以改善其理化性质并减少对环境的不利影响。与嘧菌胺相比，PIL具有较低的挥发度，较高的光稳定性，更好的土壤吸附能力和更高的杀真菌活性。当阴离子中碳链的长度增加时，PIL在熔点，水溶性，挥发性和表面张力方面表现出更好的性能。当使用环状化合物作为成对的阴离子时，PIL的光稳定性和杀真菌活性得到了显着改善。具有增强的理化特性和更好的杀真菌活性，PIL7被选为嘧啶酮的最佳替代品。使用研究中开发的系统可以克服嘧啶酮的内在弊端。因此，ILs在未来开发环保和高效杀菌剂方面具有巨大潜力。
• FUNCTIONALIZED MONOMERS AND POLYMERS
  申请人：DiBiase Stephen Augustine

  公开号：US20120245063A1

  公开（公告）日：2012-09-27

  This invention relates to a composition, comprising: an unsaturated functionalized monomer of from about 5 to about 30 carbon atoms, which is: (a) polymerized to form a functionalized polymer; (b) copolymerized with a comonomer to form a functionalized copolymer; or (c) reacted with an enophilic reagent to form a polyfunctionalized monomer. The polyfunctionalized monomer may be polymerized to form a polyfunctionalized polymer which may be further reacted with one or more additional reagents. The invention relates to lubricants, functional fluids, fuels, dispersants, detergents and polymeric resins.

  这项发明涉及一种组合物，包括：一个由约5至约30个碳原子的不饱和官能化单体组成，该单体：(a)聚合形成官能化聚合物；(b)与共聚单体共聚形成官能化共聚物；或(c)与亲亚烯试剂反应形成多官能单体。多官能单体可以聚合形成多官能聚合物，该聚合物可以进一步与一个或多个额外试剂反应。该发明涉及润滑剂、功能流体、燃料、分散剂、清洁剂和聚合树脂。
• Decarboxylative Borylation of Stabilized and Activated Carbon Radicals
  作者：Qiang Zhang、Xiaojuan Li、Weigang Zhang、Shengyang Ni、Yi Wang、Yi Pan

  DOI：10.1002/anie.202008138

  日期：2020.12

  aliphatic and aromatic boronic esters by mild photoinduced decarboxylative borylation. Both aryl and alkyl radicals could be generated from the leaving group‐assisted N‐hydroxybenzimidoyl chloride esters, even α‐CF3 substituted substrates could be activated for further elaboration.

  作为活性自由基前体的氧化还原活性酯（RAE）已针对C-B键的形成进行了广泛的研究。然而，由于强烈倾向于单电子氧化而不是稳定的碳正离子化，相应酸前体对稳定基团的类似转化仍然具有挑战性。这项工作描述了通过温和的光诱导脱羧硼化作用快速获得各种脂族和芳族硼酸酯的一般策略。芳基和烷基基团可以从离去基团辅助的N-羟基亚酰氯酯产生，即使α-CF 3取代的基材可以为进一步阐述被激活。
• Insecticidal Activity of Extracts, Fractions, and Pure Molecules of Cissampelos pareira Linnaeus against Aphid, Aphis craccivora Koch
  作者：Surekha Kumari、Shudh Kirti Dolma、Anmol、Upendra Sharma、S. G. Eswara Reddy

  DOI：10.3390/molecules27030633

  日期：——

  Aphis craccivora Koch is a polyphagous and major pest of leguminous crops causing significant damage by reducing the yield. Repeated application of synthetic insecticides for the control of aphids has led to development of resistance. Therefore, the present study aimed to screen the insecticidal activity of root/stem extracts/fractions, and pure molecules from Cissampelos pareira Linnaeus against A. craccivora for identification of lead(s). Among root extract/fractions, the n-hexane fraction was found most effective (LC50 = 1828.19 mg/L) against A. craccivora, followed by parent extract (LC50 = 2211.54 mg/L). Among stem extract/fractions, the n-hexane fraction (LC50 = 1246.92 mg/L) was more effective than the water and n-butanol fractions. Based on GC and GC-MS analysis, among different compounds identified in the n-hexane fraction of root and stem, ethyl palmitate (known to possess insecticidal activity) was present in the highest concentration (24.94 to 52.95%) in both the fractions. Among pure molecules, pareirarineformate was found most effective (LC50 = 1491.93 mg/L) against A. craccivora, followed by cissamine (LC50 = 1556.31 mg/L). Parent extract and fractions of C. pareira possess promising activity against aphid. Further, field bio-efficacy studies are necessary to validate the current findings for the development of botanical formulation.

  Aphis craccivora Koch是一种多食性和主要的豆科作物害虫，通过减少产量造成显著损害。反复使用合成杀虫剂来控制蚜虫已经导致了抗药性的产生。因此，本研究旨在筛选来自Cissampelos pareira Linnaeus的根/茎提取物/分馏物和纯分子的杀虫活性，以识别潜在的领先物质。在根提取物/分馏物中，正己烷分馏物对A. craccivora的效果最好（LC50 = 1828.19 mg/L），其次是母体提取物（LC50 = 2211.54 mg/L）。在茎提取物/分馏物中，正己烷分馏物（LC50 = 1246.92 mg/L）比水和正丁醇分馏物更有效。基于GC和GC-MS分析，在根和茎的正己烷分馏物中识别出的不同化合物中，乙酸乙酯（已知具有杀虫活性）在两个分馏物中的浓度最高（24.94至52.95％）。在纯分子中，pareirarineformate对A. craccivora的效果最好（LC50 = 1491.93 mg/L），其次是cissamine（LC50 = 1556.31 mg/L）。C. pareira的母体提取物和分馏物具有很好的杀虫活性。进一步的田间生物效力研究有必要验证当前的发现以开发植物制剂。