1-(2-环己基-苯基)-乙酮 | 817556-88-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(2-环己基-苯基)-乙酮
• 英文名称: 1-(2-cyclohexylphenyl)ethanone
• 英文别名: 1-(2-cyclohexylphenyl)ethan-1-one
• CAS: 817556-88-0
• 化学式: C₁₄H₁₈O
• 分子量: 202.296
• InChiKey: VFHHFAUHMBYDTH-UHFFFAOYSA-N

物化性质

• 沸点：
  302.4±21.0 °C(Predicted)
• 密度：
  1.000±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  1-(2-环己基-苯基)-乙酮 在 盐酸羟胺 、 sodium acetate 作用下， 以 甲醇 为溶剂， 以64%的产率得到1-(2-cyclohexylphenyl)ethanone oxime
  参考文献：
  名称：

  Novel Intramolecular Reactivity of Oximes:  Synthesis of Cyclic and Spiro-Fused Imines

  摘要：

  Under conventional heat (135-145 degrees C) or microwave irradiation and 1 equiv of acetic anhydride, ortho-substituted aryl-oximes undergo a novel sp(3) C-H activated cyclization to produce the corresponding isoindoles, and aliphatic oximes afford the corresponding dihydropyrroles. The cyclization occurs with various substrates in good yield (46-82%) leading to unique spiro-fused and cyclic imines. An initial mechanistic investigation suggests the reaction occurs via a nitrenium or vinyl nitrene intermediate.

  DOI：

  10.1021/ol0630043
• 作为产物：
  描述：

  溴代环己烷 在 盐酸 、 1,2-双[(2R,5R)-2,5-二乙基磷杂环戊烷基]苯(1,5-环辛二烯)铑(I)四氟硼酸盐 、 3,6-di-tert-butyl-9-mesityl-10-methylacridin-10-ium tetrafluoroborate 、 magnesium 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 53.0h， 生成 1-(2-环己基-苯基)-乙酮
  参考文献：
  名称：

  烷基-GeMe3：可见光光催化下的中性准金属自由基前体

  摘要：

  在可见光光催化下，烷基-GeMe 3被证明是一种有效的自由基前体。Ge 的准金属性质允许在中性 Ge 中心进行单电子转移 (SET)，并在分离和衍生化方面具有优势。

  DOI：

  10.1002/anie.202115592

文献信息

• Ruthenium-Catalyzed Para-Selective Oxidative Cross-Coupling of Arenes and Cycloalkanes
  作者：Xiangyu Guo、Chao-Jun Li

  DOI：10.1021/ol202081c

  日期：2011.10.7

  A novel, direct para-selective oxidative cross-coupling of benzene derivatives with cycloalkanes catalyzed by ruthenium was developed. A wide range of arenes bearing electron-withdrawing substituents was functionalized directly with simple cycloalkanes with high para-selectivity; arenes with electron-donating groups were mainly para-functionalized. Benzoic acid can be used directly.

  开发了一种新型的，钌催化的苯衍生物与环烷烃直接对位选择性氧化交联的方法。带有吸电子取代基的多种芳烃直接用具有高对位选择性的简单环烷烃直接官能化；具有给电子基团的芳烃主要是超官能化的。苯甲酸可直接使用。
• PROCESS OF PRODUCING OXALATE BY CO GAS PHASE METHOD
  申请人：Liu Juntao

  公开号：US20130197265A1

  公开（公告）日：2013-08-01

  The present invention relates to a process of producing oxalate by CO gas phase method for chiefly solving the technical problem of the low utilization efficiency of nitrogen oxides or nitrous acid esters in the prior art. The present invention solves the problem in a better way by using the following steps including: a gas phase stream V containing NO and methanol and oxygen enter a supergravity rotating bed reactor II and are subjected to the oxidative esterification reaction to produce an effluent VI containing methyl nitrite; a methyl nitrite effluent VII obtained from separating said effluent VI together with a CO gas II enter a coupling reactor II and is contacted with a catalyst II to react to form a dimethyl oxalate effluent VIII and a gas phase effluent IX containing NO; the resultant dimethyl oxalate effluent VIII is separated to obtain a dimethyl oxalate product I; optionally, the gas phase effluent IX containing NO is returned to the step above so as to be mixed with the gas phase stream V containing NO for being recycled. Therefore, the process is applicable to the industrial production of oxalate by CO gas phase method.

  本发明涉及一种通过CO气相法生产草酸的方法，主要解决了现有技术中氮氧化物或亚硝酸酯利用效率低的技术问题。本发明通过以下步骤更好地解决了这一问题：含有NO、甲醇和氧气的气相流体V进入超重力旋转床反应器II，经过氧化酯化反应产生含有亚硝酸甲酯的流出物VI；将分离得到的亚硝酸甲酯流出物VII与CO气体II一起进入偶联反应器II，并与催化剂II接触反应，形成二甲草酸酯流出物VIII和含有NO的气相流出物IX；将得到的二甲草酸酯流出物VIII分离得到二甲草酸酯产品I；可选地，含有NO的气相流出物IX返回上述步骤，与含有NO的气相流体V混合以进行循环利用。因此，该方法适用于通过CO气相法工业生产草酸。
• Achieving Site Selectivity in Metal-Catalyzed Electron-Rich Carbene Transfer Reactions from <i>N</i>-Tosylhydrazones
  作者：Naijing Su、Tianning Deng、Donald J. Wink、Tom G. Driver

  DOI：10.1021/acs.orglett.7b01694

  日期：2017.8.4

  Catalyst control of the site-selectivity of electron-rich alkyl, aryl disubstituted carbenes generated in situ from o-alkenyl-substituted N-tosylhydrazones was achieved in this study. Exposure of these substrates to copper iodide triggered the formation of α-alkoxy 2H-naphthalenones. This investigation established that changing the catalyst to a rhodium(II) carboxylate turned off cyclization and migration

  在该研究中，实现了对由邻烯基取代的N-甲苯磺酰hydr酮原位生成的富电子烷基，芳基二取代的碳烯的位点选择性的催化剂控制。这些底物暴露于碘化铜引发了α-烷氧基2 H-萘烯酮的形成。这项研究确定，将催化剂改为羧酸铑（II）可以关闭环化和富电子的金属卡宾与β-羧酸盐的迁移，并开启烯丙基C–H键功能化以非对映选择性提供1 H-茚。对该反应范围的检查表明，可以将醚基，氨基亚甲基和未活化的2°C–H键官能化。
• Cyclometalated Ruthenium Catalyst Enables Ortho-Selective C–H Alkylation with Secondary Alkyl Bromides
  作者：Gang-Wei Wang、Matthew Wheatley、Marco Simonetti、Diego M. Cannas、Igor Larrosa

  DOI：10.1016/j.chempr.2020.04.006

  日期：2020.6

  meta-selective sp2 C–H alkylation with secondary alkyl halides is well established, ortho selectivity has never been achieved. We demonstrate that the use of a cyclometalated Ru-complex, RuBnN, as the catalyst results in a complete switch of the inherent meta-selectivity to ortho selectivity in the Ru-catalyzed sp2 C–H alkylation reaction with unactivated secondary alkyl halides. The high catalytic activity

  尽管已经很好地确定了Ru催化的具有仲烷基卤化物的间选择性sp 2 C–H烷基化反应，但邻位选择性从未实现。我们证明，使用的环金属钌络合物，RuBnN，如在固有的一个完整的开关催化剂结果元-选择性到邻位选择性Ru-催化SP 2C–H烷基化反应与未活化的仲烷基卤化物。RuBnN的高催化活性允许温和的反应条件，导致宽范围和多功能性的转变。初步的机理研究表明，双环钌化物种是与烷基溴发生氧化加成反应的关键中间体，因此避免了与间位选择性相关的更常见的SET途径。
• Cobalt-Catalyzed Ortho Alkylation of Aromatic Imines with Primary and Secondary Alkyl Halides
  作者：Ke Gao、Naohiko Yoshikai

  DOI：10.1021/ja403759x

  日期：2013.6.26

  alkylation of aromatic imines with alkyl chlorides and bromides, which allows the introduction of a variety of primary and secondary alkyl groups at room temperature. The stereochemical outcomes of the reaction of secondary alkyl halides suggest that the present reaction involves single-electron transfer from a cobalt species to the alkyl halide to generate the corresponding alkyl radical. A cycloalkylated

  我们在这里报告了钴-N-杂环卡宾催化系统，用于芳族亚胺与烷基氯化物和溴化物的邻位烷基化，它允许在室温下引入各种伯和仲烷基。仲烷基卤化物反应的立体化学结果表明，本反应涉及从钴物种到烷基卤化物的单电子转移以生成相应的烷基自由基。通过该方法获得的环烷基化产物可以通过操纵导向和环烷基转化为独特的螺环。