2-methyl-1-phenylpentan-3-one | 23936-95-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-methyl-1-phenylpentan-3-one
• CAS: 23936-95-0
• 化学式: C₁₂H₁₆O
• 分子量: 176.258
• InChiKey: DTLXHCFHRITUHW-UHFFFAOYSA-N

物化性质

• 沸点：
  244-251 °C
• 密度：
  0.948±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 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：

  N-甲酰乙胺 、 2-methyl-1-phenylpentan-3-one 生成 ethyl-(1-ethyl-2-methyl-3-phenyl-propyl)-amine
  参考文献：
  名称：

  Alkoxyphenylalkyl-alkyl amines

  摘要：

  公开号：

  US02495404A1
• 作为产物：
  描述：

  在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 2-methyl-1-phenylpentan-3-one
  参考文献：
  名称：

  Application of Piperazine-Derived Hydrazone Linkers for Alkylation of Solid-Phase Immobilized Ketones

  摘要：

  本文描述了三种新型固体支架的制备和应用，这些支架具有源自哌嗪的肼锚定基团。所述支架用于酮的固定化。酮包括环己酮、4-叔丁基环己酮、3-戊酮和托品酮，这些酮以肼酮的形式与聚合物结合，经过LDA去质子化后，用丙基碘或苄基溴进行烷基化。得到的烷基化产物用三氟乙酸在二氯甲烷中处理后从固体支架上断裂。具有6个和3个碳原子间隔的连接器效果优于简单的N-氨基哌嗪连接器。

  DOI：

  10.1055/s-2002-34879

文献信息

• Formation, Alkylation, and Hydrolysis of Chiral Nonracemic <i>N</i>-Amino Cyclic Carbamate Hydrazones: An Approach to the Enantioselective α-Alkylation of Ketones
  作者：Uyen Huynh、Stacey L. McDonald、Daniel Lim、Md. Nasir Uddin、Sarah E. Wengryniuk、Sumit Dey、Don M. Coltart

  DOI：10.1021/acs.joc.8b00655

  日期：2018.11.2

  as α-functionalized ketones or derivatives thereof. We previously reported our preliminary studies on the development of a new enantioselective ketone α-alkylation procedure using N-amino cyclic carbamate (ACC) auxiliaries. In comparison to other auxiliary-based methods, ACC alkylation offers a number of advantages and is both highly enantioselective and high yielding. Herein, we provide a full account

  酮的α-烷基化是基本的合成转化。鉴于许多天然产物，药物和相关化合物以α-官能化的酮或其衍生物形式存在，因此开发该反应的不对称变体非常重要。我们以前曾报道过使用N-氨基环状氨基甲酸酯（ACC）助剂开发新的对映选择性酮α-烷基化程序的初步研究。与其他基于辅助方法的方法相比，ACC烷基化具有许多优势，并且具有高对映选择性和高收率。在此，我们全面介绍了对映选择性ACC酮α-烷基化方法的研究。
• Indium-catalyzed coupling reaction between silyl enolates and alkyl chlorides or alkyl ethers
  作者：Yoshihiro Nishimoto、Takahiro Saito、Makoto Yasuda、Akio Baba

  DOI：10.1016/j.tet.2009.03.106

  日期：2009.7

  The coupling reactions of alkyl chlorides with silyl enolates catalyzed by InBr3, and the coupling reactions of alkyl ethers with silyl enolates catalyzed by the combined Lewis acid of InBr3/Me3SiBr are described. In both reaction systems, various types of silyl enolates were used to give corresponding α-alkylated esters, ketones, carboxylic acids, amides, thioesters, and aldehydes.

  描述了烷基氯化物与InBr 3催化的烯醇硅酸酯的偶联反应，以及烷基醚与InBr 3 / Me 3 SiBr的路易斯酸催化的烯醇硅酸酯的偶联反应。在两个反应系统中，都使用了各种类型的甲硅烷基烯酸酯，以生成相应的α-烷基化的酯，酮，羧酸，酰胺，硫代酯和醛。
• Substrate scope and synthetic applications of the enantioselective reduction of α-alkyl-β-arylenones mediated by Old Yellow Enzymes
  作者：Elisabetta Brenna、Sara Lucia Cosi、Erica Elisa Ferrandi、Francesco G. Gatti、Daniela Monti、Fabio Parmeggiani、Alessandro Sacchetti

  DOI：10.1039/c3ob40076j

  日期：——

  The ene-reductases mediated bioreduction of a selection of open-chain α-alkyl-β-aryl enones afforded the corresponding saturated α-chiral ketones in high yield and optical purity in several cases. The stereo-electronic requirements of the reaction have been investigated, considering the nature and location of substituents on the aromatic ring as well as the steric hindrance at the α-position and adjacent

  在一些情况下，烯还原酶介导的对选择的开链α-烷基-β-芳基烯酮的生物还原以高产率和光学纯度提供了相应的饱和α-手性酮。考虑到芳环上取代基的性质和位置以及在α位和羰基官能团附近的位阻，已研究了反应的立体电子要求。所考虑的一般考虑因素使我们能够指导设计用于将来的制备应用中的烯键还原酶的底物的α，β-不饱和酮的设计。来自酵母菌的高度同源的烯还原酶中基于酶和基于底物的立体控制之间的正交性的有趣情况物种（OYE1-3）已经通过计算机对接研究得到了报道和合理化。此外，为了证实该反应的合成通用性，如（2'生物活性化合物的关键手性前- [R）-stenusines和（小号获得）-iopanoic酸。非常强大的实验方案使我们能够以简单的后处理和无需色谱纯化的步骤，以定量收率在制备规模上进行反应。
• The asymmetric alkylation of dimethylhydrazones; intermolecular chirality transfer using sparteine as chiral ligand
  作者：Christina M. McSweeney、Vera M. Foley、Gerard P. McGlacken

  DOI：10.1039/c4cc06895e

  日期：——

  The asymmetric alkylation of ketones represents a fundamental transformation in organic chemistry. Chiral auxiliaries have been used almost exclusively for this transformation. Herein we describe a strategy for the generation of enantiomerically enriched α-alkylated ketones up to an er of 83 : 17, using a chiral ligand protocol.

  酮的非对称烷基化代表了有机化学中的一种基本转化。手性辅助剂几乎是唯一用于这种转化的方法。在此，我们描述了一种生成对映体富集的α-烷基化酮的策略，使用手性配体方案，其对映体比可达到83 : 17。
• Factors Affecting Heavy-Duty Diesel Vehicle Emissions
  作者：Nigel N. Clark、Justin M. Kern、Christopher M. Atkinson、Ralph D. Nine

  DOI：10.1080/10473289.2002.10470755

  日期：2002.1

  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.