1-(4-(pentan-3-yl)phenyl)ethan-1-one | 68790-18-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-(pentan-3-yl)phenyl)ethan-1-one
• 英文别名: 1-(4-Pentan-3-ylphenyl)ethanone；1-(4-pentan-3-ylphenyl)ethanone
• CAS: 68790-18-1
• 化学式: C₁₃H₁₈O
• 分子量: 190.285
• InChiKey: LCZCWMLHDHUVQZ-UHFFFAOYSA-N

物化性质

• 沸点：
  148-150 °C(Press: 16 Torr)
• 密度：
  0.932±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 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-(4-(pentan-3-yl)phenyl)ethan-1-one 在 三乙基硅烷 、 三氟乙酸 作用下， 反应 12.0h， 以85%的产率得到1-ethyl-4-(pentan-3-yl)benzene
  参考文献：
  名称：

  碗形N-羟基酰亚胺衍生物的设计作为位点选择性C（sp3）-H键官能化反应的新有机催化剂。

  摘要：

  已经设计了一系列新的碗形N-羟基酰亚胺衍生物，并将其用作选择性有机自由基催化剂。这些碗形N羟酰亚胺衍生物中的许多在芳烃底物中的苄基C（sp 3）-H键的胺化反应中表现出出色的位点选择性。

  DOI：

  10.1002/anie.202003982
• 作为产物：
  描述：

  3-苯基-3-戊醇 在 二硫化碳 、 三氯化铝 、 镍 、 对甲苯磺酸 作用下， 生成 1-(4-(pentan-3-yl)phenyl)ethan-1-one
  参考文献：
  名称：

  Studies in Stereochemistry. VIII. Molecular Rearrangements During Lithium Aluminum Hydride Reductions in the 3-Phenyl-2-pentanol and 2-Phenyl-3-pentanol Systems¹

  摘要：

  DOI：

  10.1021/ja01129a004

文献信息

• para-Selective, Direct C(sp²)–H Alkylation of Electron-Deficient Arenes by the Electroreduction Process
  作者：Pufan Ni、Lei Yang、Jiasheng Yang、Ruihua Cheng、Weiping Zhu、Yueyue Ma、Jinxing Ye

  DOI：10.1021/acs.joc.2c02412

  日期：2023.5.5

  para-selective C(sp2)–H alkylation of electron-deficient arenes based on the electroreduction-enabled radical addition of alkyl bromides has been developed under mild conditions. In the absence of any metals and redox agents, the simple electrolysis system tolerates a variety of primary, secondary, and tertiary alkyl bromides and behaves as an important complement to the directed alkylation of the C(sp2)–H bond

  已经在温和条件下开发了基于电还原启用的烷基溴自由基加成的缺电子芳烃的直接对位选择性 C(sp 2 )–H 烷基化。在没有任何金属和氧化还原剂的情况下，简单的电解系统可以耐受多种伯、仲和叔烷基溴化物，并且可以作为 C(sp 2 )–H 键和经典 Friedel 的定向烷基化的重要补充-Crafts 烷基化。这种电还原过程为缺电子芳烃提供了一种更直接、对环境无害且有效的烷基化方法。
• Dialkylated silicon esters and method of making them
  申请人：CORNING GLASS WORKS

  公开号：US02380057A1

  公开（公告）日：1945-07-10
• Lipophilicity and membrane interactions of cationic-amphiphilic compounds: syntheses and structure–property relationships
  作者：Christian D.P Klein、Gerald F Tabeteh、Alice V Laguna、Ulrike Holzgrabe、Klaus Mohr

  DOI：10.1016/s0928-0987(01)00170-1

  日期：2001.9

  This study was performed to elucidate the relationship between steric factors, lipophilicity, and the potency of cationic-amphiphilic compounds to displace calcium ions from phosphatidylserine monolayers. The latter property is considered to be a substance/ phospholipid affinity measure. A series of cationic-amphiphilic 3-phenyl-N,N-dimethylpropylamine derivatives with systematic structural variations was synthesized. Lipophilicity values were determined by chromatographic (RP-HPLC, log D-7.4), shake-flask (log P), and theoretical (CLOGP) techniques. The potency of the compounds to displace calcium ions from phosphatidylserine monolayers was determined using a radiotracer technique, employing the isotope Ca-45(2+). The experimental lipophilicity values of several isomeric biphenyl- and diphenyl-congeners differ more than could be expected from the CLOGP-calculations and show a good correlation to the calculated molecular surface areas. Although the affinity of the substances to the phospholipid monolayer tends to increase with lipophilicity, no general interrelation between the two properties could be found. Surprisingly, the assay system (a phospholipid monolayer) was quite sensitive towards small steric changes at the 'ligand' molecules. Stereochemical factors have a considerable influence on the interaction of solutes with phospholipid membranes. It must be questioned whether lipophilicity measures alone, without taking other molecular features into account, can meaningfully be used to explain or predict the influence of solutes on membrane-related processes and properties. (C) 2001 Elsevier Science BY All rights reserved.