4-甲基-1-苯基戊烷-1-酮 | 2050-07-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-甲基-1-苯基戊烷-1-酮
• 英文名称: 4-methyl-1-phenylpentan-1-one
• 英文别名: 4-methyl-1-phenyl-1-pentanone；4-methylvalerophenone
• CAS: 2050-07-9
• 化学式: C₁₂H₁₆O
• 分子量: 176.258
• InChiKey: WRJZDDJYWWJLIS-UHFFFAOYSA-N

物化性质

• 熔点：
  -1°C
• 沸点：
  255.5°C (estimate)
• 密度：
  0.9623
• 溶解度：
  溶于氯仿
• 保留指数：
  1396

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 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：

  4-甲基-1-苯基戊烷-1-酮 在 氢氧化钾 、 一水合肼 、 二乙二醇 作用下， 生成 isohexylbenzene
  参考文献：
  名称：

  Factors Affecting Heavy-Duty Diesel Vehicle Emissions

  摘要：

  Societal and governmental pressures to reduce diesel exhaust emissions are reflected in the existing and projected future heavy-duty certification standards of these emissions. Various factors affect the amount of emissions produced by a heterogeneous charge diesel engine in any given situation, but these are poorly quantified in the existing literature. The parameters that most heavily affect the emissions from compression ignition engine-powered vehicles include vehicle class and weight, driving cycle, vehicle vocation, fuel type, engine exhaust aftertreatment, vehicle age, and the terrain traveled. In addition, engine control effects (such as injection timing strategies) on measured emissions can be significant. Knowing the effect of each aspect of engine and vehicle operation on the emissions from diesel engines is useful in determining methods for reducing these emissions and in assessing the need for improvement in inventory models. The effects of each of these aspects have been quantified in this paper to provide an estimate of the impact each one has on the emissions of diesel engines.

  DOI：

  10.1080/10473289.2002.10470755
• 作为产物：
  描述：

  magnesium,2-methylbutane,bromide 在 oxidizing agent 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 4-甲基-1-苯基戊烷-1-酮
  参考文献：
  名称：

  远程未激活的C（sp3）-H键的区域选择性乙烯基化：访问复杂的氟烷基化烯烃。

  摘要：

  通过直接活化未反应的CH键将特定的官能团区域选择性地引入脂族位置具有很大的合成价值。尽管通过氢原子转移过程在自由基介导的C（sp 3）-H键的官能化方面取得了进展，但远端C（sp 3）-H键的位点选择性乙烯基化仍处于探索中。本文报道的是一种新的协议，用于未激活的C（sp 3）-H键的区域选择性乙烯基化。远程C（sp 3）-H活化是由以C为中心的自由基而不是常用的N和O自由基促进的。该反应具有很高的产物多样性和合成效率，提供了大量合成有价值的E 带有三/二/单氟甲基和全氟烷基的烯烃

  DOI：

  10.1002/anie.201812927

文献信息

• Iridium–CNP complex catalyzed cross-coupling of primary alcohols and secondary alcohols by a borrowing hydrogen strategy
  作者：Dawei Wang、Keyan Zhao、Xin Yu、Hongyan Miao、Yuqiang Ding

  DOI：10.1039/c4ra06474g

  日期：——

  A highly efficient C–C bond formation has been developed through the cross-coupling of primary and secondary alcohols. The corresponding functionalized ketones were obtained with an iridium–CNP complex as a catalyst through the borrowing hydrogen strategy. The present methodology provides an easy alternative method to aldol reaction derivatives. More importantly, the complexes were also effective catalysts for the alkylation of an aromatic amine with a tertiary alkyl amine.

  通过伯醇和仲醇的交叉耦合，开发了一种高效形成碳-碳键的方法。利用铱-CNP配合物作为催化剂，通过借氢策略，获得了相应的功能化酮类化合物。目前的方法为aldol反应衍生物提供了一种简便的替代方法。更重要的是，这些配合物在芳香胺与叔�胺的烷基化反应中也是有效的催化剂。
• Easy α-alkylation of ketones with alcohols through a hydrogen autotransfer process catalyzed by RuCl2(DMSO)4
  作者：Ricardo Martínez、Diego J. Ramón、Miguel Yus

  DOI：10.1016/j.tet.2006.07.013

  日期：2006.9

  indicate that the process goes through the oxidation of the alcohols with ruthenium (after a previous deprotonation) to yield the corresponding aldehyde and a ruthenium hydride intermediate. In turn, the aldehyde suffers a classical aldol reaction with the starting ketone to form the corresponding α,β-unsaturated ketone, which finally is reduced through a Michael-type addition by the aforementioned ruthenium

  酮与醇的亲电子α-烷基化是通过RuCl 2（DMSO）4催化的氢自动转移过程完成的。仅通过选择合适的起始酮（分别为甲基酮或双环亚甲基酮）以及喹啉（通过使用2-氨基苄醇衍生物）或相应的醇，该反应即可生成简单的烷基化酮或α，β-不饱和酮。通过添加额外当量的初始醇衍生而来。在最后一种情况下，在上述烷基化过程之后，羰基化合物还原。机理研究似乎表明该过程经历了醇与钌的氧化（在先前的去质子化之后），得到了相应的醛和氢化钌中间体。反过来，醛与起始酮发生经典的醛醇缩合反应，形成相应的α，β-不饱和酮，
• Lithium tert-butoxide mediated α-alkylation of ketones with primary alcohols under transition-metal-free conditions
  作者：Yu-Feng Liang、Xin-Feng Zhou、Shi-Ya Tang、Yao-Bing Huang、Yi-Si Feng、Hua-Jian Xu

  DOI：10.1039/c3ra23221b

  日期：——

  LiOtBu was found to efficiently promote the α-alkylation reaction of ketones with primary alcohols, without the addition of any transition metal catalyst.

  LiOtBu被发现能高效促进酮与伯醇的α-烷基化反应，无需添加任何过渡金属催化剂。
• 5,6-dihydropyrone derivatives as protease inhibitors and antiviral agents
  申请人：Warner-Lambert Company

  公开号：US05840751A1

  公开（公告）日：1998-11-24

  The present invention relates to novel 5,6-dihydropyrone derivatives and related structures which potently inhibit the HIV aspartyl protease blocking HIV infectivity. The 5,6-dihydropyrone derivatives are useful in the development of therapies for the treatment of bacterial and viral infections and diseases, including AIDS. The present invention is also directed to methods of synthesis of multifunctionalized 5,6-dihydropyrones and of related structures.

  本发明涉及新颖的5,6-二氢吡咯衍生物及相关结构，这些衍生物能有效抑制HIV天冬氨酸蛋白酶，从而阻断HIV的感染性。5,6-二氢吡咯衍生物在开发用于治疗细菌和病毒感染及疾病（包括艾滋病）的治疗方法中是有用的。本发明还涉及多功能化5,6-二氢吡咯及其相关结构的合成方法。
• Chemical Trapping of 1,4-Biradicals with Hydrogen and Deuterium Selenides
  作者：Nobuaki Kambe、Teruyuki Masawaki、Kiyoshi Kondo、Noritaka Miyoshi、Akiya Ogawa、Noboru Sonoda

  DOI：10.1246/cl.1987.1907

  日期：1987.10.5

  1,4-Biradicals photogenerated from alkyl phenyl ketones have been trapped directly by hydrogen selenide before the biradicals undergo usual collapsing. Two hydrogen atoms are thus introduced into both radical sites. The rate constant for hydrogen abstraction of secondary carbon radicals from H2Se has been estimated to be greater than 1.6×108 M−1s−1.

  烷基苯基酮光生成的1,4-双自由基在通常的双自由基塌陷前直接被硒化氢捕获，从而在两个自由基位点引入两个氢原子。从H2Se中提取次级碳自由基的速率常数估计大于1.6×10^8 M^-1s^-1。