8-溴辛烷-2-酮 | 60099-86-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 8-溴辛烷-2-酮
• 英文名称: 8-bromo-2-octanone
• 英文别名: 8-Bromooctan-2-one
• CAS: 60099-86-7
• 化学式: C₈H₁₅BrO
• 分子量: 207.111
• InChiKey: WGZAECCGCXUTDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 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：

  8-溴辛烷-2-酮 在 Py*TsOHY 、 氨 、 三氯化铁 、 lithium 作用下， 以 苯 为溶剂， 反应 4.8h， 生成 9,9-ethylenedioxydec-1-yne
  参考文献：
  名称：

  Insect pheromones and their analogues XL. Synthesis of dodec-3Z-EN-11RS-olide (ferrulactone II — A racemic analogue of a component of the aggregation pheromone of Cryptolestes ferrugineus

  摘要：

  DOI：

  10.1007/bf00630261
• 作为产物：
  描述：

  8-溴-1-辛烯 在 氧气 、 copper(l) chloride 、 palladium dichloride 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以69%的产率得到8-溴辛烷-2-酮
  参考文献：
  名称：

  Insect pheromones and their analogues XL. Synthesis of dodec-3Z-EN-11RS-olide (ferrulactone II — A racemic analogue of a component of the aggregation pheromone of Cryptolestes ferrugineus

  摘要：

  DOI：

  10.1007/bf00630261

文献信息

• Aldehyde-Selective Wacker-Type Oxidation of Unbiased Alkenes Enabled by a Nitrite Co-Catalyst
  作者：Zachary K. Wickens、Bill Morandi、Robert H. Grubbs

  DOI：10.1002/anie.201306756

  日期：2013.10.18

  rules: Reversal of the high Markovnikov selectivity of Wacker‐type oxidations was accomplished using a nitrite co‐catalyst. Unbiased aliphatic alkenes can be oxidized with high yield and aldehyde selectivity, and several functional groups are tolerated. 18O‐labeling experiments indicate that the aldehydic O atom is derived from the nitrite salt.

  违反规则：使用亚硝酸盐助催化剂逆转了Wacker型氧化的高Markovnikov选择性。可以高收率和醛选择性地氧化无偏的脂肪族烯烃，并且可以容忍多个官能团。18 O标记实验表明，醛O原子源自亚硝酸盐。
• Lithiation of Alkoxyalkyl Phenyl Sulfones. New Approach to Acyl Anion Synthesis
  作者：Kazuhiko Tanaka、Syuichi Matsui、Aritsune Kaji

  DOI：10.1246/bcsj.53.3619

  日期：1980.12

  l and 1-(1-ethoxyethoxy)ethyl phenyl sulfones undergo metalation with LDA in THF in the presence of HMPA. The resulting lithium salts were easily alkylated with various alkyl halides and hydrolyzed under mild conditions to give the corresponding carbonyl compounds. The new synthetic method for the preparation of aldehydes and ketones employing these carbanions has been developed.

  (1-乙氧基乙氧基)甲基和1-(1-乙氧基乙氧基)乙基苯基砜在HMPA存在下在THF中与LDA发生金属化。得到的锂盐很容易被各种烷基卤化物烷基化，并在温和条件下水解得到相应的羰基化合物。已经开发了使用这些碳负离子制备醛和酮的新合成方法。
• [EN] PHEROMONES<br/>[FR] PHEROMONES
  申请人：EAST MALLING RES LTD

  公开号：WO2006000798A1

  公开（公告）日：2006-01-05

  The apple leaf midge and raspberry cane midge pheromones have been found to be acetoxyheptadecenone and acetoxyundecanone, respectively, and uses for the related C_9-19 oxoalkyl or oxoalkenyl molecules substituted with a lower alkanoyloxy group are provided, including monitoring population levels of the midge and control of midge populations by disrupting mating patterns.

  苹果叶小蚜和覆盆子藤小蚜的信息素分别被发现为乙酰氧基庚烯酮和乙酰氧基十一酮，相关的C_9-19氧代烷基或氧代烯基分子被用于监测小蚜的种群水平，并通过破坏交配模式来控制小蚜种群。
• Synthesis and Cannabinoid Receptor Activity of Ketoalkenes from<i>Echinacea pallida</i>and Nonnatural Analogues
  作者：Michael Egger、Patrina Pellett、Kathrin Nickl、Sarah Geiger、Stephanie Graetz、Roland Seifert、Jörg Heilmann、Burkhard König

  DOI：10.1002/chem.200801579

  日期：2008.12.8

  ketoalkenes using palladium-catalyzed cross-coupling reactions and the pharmaceutical results at the human cannabinoid receptors. The synthetic route developed provides overall good yields for the ketoalkenes and is applicable to other natural products with similar 1,4-diene motifs. No significant activity was observed at either receptor, indicating that the ketoalkenes from E. pallida are not responsible

  尽管紫锥花产品的普及和广泛使用，其功效仍不清楚和有争议。在从紫锥菊中分离出的各种化合物中，仅在淡紫色锥花（E. pallida）中发现的酮烯和酮烯酮是提取物的主要成分。与紫癜链烷酰胺相反，这些化合物尚未合成和研究过免疫刺激作用。我们提出了使用钯催化的交叉偶联反应和对人类大麻素受体的药物合成结果，对酮烯烃的实用和有用的合成方法。所开发的合成路线为酮烯提供了总体良好的收率，并且适用于具有相似的1,4-二烯基序的其他天然产物。在任一受体上均未观察到明显的活性，表明来自E的酮烯。帕利达（Pallida）对通过大麻素系统介导的免疫调节作用不负责任。但是，新合成的非天然类似物在两种大麻素受体上均表现出微摩尔效价。
• Composition containing thiazole rings, organic semiconductor polymer containing the composition, organic active layer containing the organic semiconductor polymer, organic thin film transistor containing the organic active layer, electronic device containing the organic thin film transistor and method of preparing the same
  申请人：Samsung Electronics Co., Ltd.

  公开号：US08026369B2

  公开（公告）日：2011-09-27

  Disclosed herein is a composition containing hetero arylene or arylene showing a p-type semiconductor property in addition to thiophene showing a p-type semiconductor property and thiazole rings showing a n-type semiconductor property at a polymer main chain, an organic semiconductor polymer containing the composition, an organic active layer containing the organic semiconductor polymer, an organic thin film transistor (OTFT) containing the organic active layer, an electronic device containing the OTFT, and a method of preparing the same. The composition of example embodiments, which is used in an organic semiconductor polymer and contains thiazole rings, may exhibit increased solubility to an organic solvent, coplanarity, processibility and an improved thin film property.

  本文揭示了一种含有异构芳基或芳基的组合物，除了噻吩显示P型半导体特性外，还显示了一种显示N型半导体特性的噻唑环在聚合物主链中，包含该组合物的有机半导体聚合物，含有有机半导体聚合物的有机活性层，含有有机活性层的有机薄膜晶体管（OTFT），含有OTFT的电子设备，以及其制备方法。示例实施例的组合物，用于有机半导体聚合物，含有噻唑环，可能表现出对有机溶剂的增加溶解性、共面性、可加工性和改善的薄膜特性。