2-(4-n-butylphenyl)propan-2-ol | 1204242-91-0

• 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-(4-n-butylphenyl)propan-2-ol
• 英文别名: 2-(4-Butylphenyl)propan-2-ol；2-(4-butylphenyl)propan-2-ol
• CAS: 1204242-91-0
• 化学式: C₁₃H₂₀O
• 分子量: 192.301
• InChiKey: UKGUSEXIEVVRSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  二氧化碳 、 2-(4-n-butylphenyl)propan-2-ol 在 palladium(II) trifluoroacetate 、 N,N-二甲基-4-溴苯甲酰胺 、 caesium carbonate 、 lithium tert-butoxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 140.0 ℃ 、101.33 kPa 条件下， 反应 18.0h， 以66%的产率得到6-butyl-3,3-dimethylisobenzofuran-1(3H)-one
  参考文献：
  名称：

  Catalytic Lactonization of Unactivated Aryl C–H Bonds with CO₂: Experimental and Computational Investigation

  摘要：

  The first catalytic lactonization of unactivated aryl C-H bonds with CO2 to afford important phthalides is reported. Notably, this method features high selectivity, excellent functional group tolerance, smooth scalability, and facile product diversification. DFT calculations reveal that a novel insertion of two CO2 into the O-Pd bond of a palladacycle might be the key step, providing great potential and a different perspective for carbonylation with CO2.

  DOI：

  10.1021/acs.orglett.8b01363
• 作为产物：
  描述：

  三丁基硼 、 2-羟基-2-(4-溴苯基)丙烷 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 caesium carbonate 作用下， 以 四氢呋喃 为溶剂， 以92%的产率得到2-(4-n-butylphenyl)propan-2-ol
  参考文献：
  名称：

  在温和的非水条件下，三烷基硼烷与芳族溴化物的直接B-烷基铃木-Miyaura交叉偶联存在未掩盖的酸性或基本功能以及对碱不稳定的保护作用

  摘要：

  Abstractmagnified imageAn efficient and chemoselective palladium‐catalyzed direct B‐alkyl Suzuki–Miyaura cross‐coupling of trialkylboranes with diversely functionalized aryl bromides is described. A wide variety of unmasked acidic or basic functions are tolerated. The mild non‐aqueous conditions are compatible with aldehydes, ketones, nitriles, chloro substitution as well as base‐labile phenolic Piv and TBS protecting groups. The anhydrous conditions were found to be advantageous for aryl bromide substrates. A potent CEPT inhibitor was efficiently synthesised using this protocol.

  DOI：

  10.1002/adsc.200800630

文献信息

• Ruthenium(II)-Catalyzed Synthesis of Isochromenes by CH Activation with Weakly Coordinating Aliphatic Hydroxyl Groups
  作者：Sachiyo Nakanowatari、Lutz Ackermann

  DOI：10.1002/chem.201400161

  日期：2014.4.25

  Cationic ruthenium(II) complexes have been employed for the highly effective oxidative annulation of alkynes with benzyl alcohols to deliver diversely decorated isochromenes. The hydroxyl‐directed CH/OH functionalization process proceeded efficiently under an atmosphere of air. Detailed mechanistic studies were indicative of a kinetically relevant CH metalation.

  阳离子钌（II）配合物已被用于炔烃与苄醇的高效氧化环合反应，以提供装饰多样化的异色酮。羟基定向Ç  H / O  ħ官能化过程的空气的气氛下有效地进行。详细机理研究都表示动力学相关的C  ^ h金属化。
• 3D-Printing inside the Glovebox: A Versatile Tool for Inert-Gas Chemistry Combined with Spectroscopy
  作者：Felix Lederle、Christian Kaldun、Jan C. Namyslo、Eike G. Hübner

  DOI：10.1002/hlca.201500502

  日期：2016.4

  glovebox. During pauses of the print, the reaction flasks out of acrylonitrile butadiene styrene were filled with various reactants. After the basic test reactions to proof the oxygen tightness and investigations of the influence of printing within an inert‐gas atmosphere, scope and limitations of the method are presented by syntheses of new compounds with highly reactive reagents, such as trimethylaluminium

  借助成熟的“熔融沉积建模”技术进行的3D打印可在手套箱的惰性气体气氛中打印完全气密的反应容器，并与已打印的比色杯配合使用。在打印暂停期间，由丙烯腈丁二烯苯乙烯制成的反应烧瓶中充满了各种反应物。在通过基本测试反应证明了氧密性并研究了惰性气体气氛中的印刷影响之后，该方法的范围和局限性是通过合成具有高反应性的试剂（例如三甲基铝）的新化合物以及通过反应监测来实现的。UV / VIS，IR和NMR光谱。详细研究了适用的温度范围，溶剂的选择，反应时间和分析方法。提出了一组反应瓶，可以进行常规的惰性气体合成和组合光谱，而无需修改手套箱，3D打印机或光谱仪。总体而言，这证明了3D打印的反应比色皿有可能成为惰性气体化学中的补充标准方法。
• SILICON-CONTAINING CONDENSATE, COMPOSITION FOR FORMING A SILICON-CONTAINING RESIST UNDER LAYER FILM, AND PATTERNING PROCESS
  申请人：SHIN-ETSU CHEMICAL CO., LTD.

  公开号：US20170154766A1

  公开（公告）日：2017-06-01

  The present invention provides a silicon-containing condensate comprising one or more repeating units selected from a repeating unit shown by the following general formula (A1), a repeating unit shown by the following general formula (A2), and a repeating unit shown by the following general formula (A3), wherein R 1 represents a group shown by the following general formula (A-1) or (A-2); R 2 and R 3 each independently represent the same group as R 1 , a hydrogen atom, or a monovalent organic group having 1 to 30 carbon atoms other than R 1 . There can be provided a silicon-containing condensate to give a composition for forming a silicon-containing resist under layer film which can form a resist under layer film with good adhesiveness to any resist pattern, whether the pattern is formed by negative development or positive development.
• Catalytic Lactonization of Unactivated Aryl C–H Bonds with CO₂: Experimental and Computational Investigation
  作者：Lei Song、Lei Zhu、Zhen Zhang、Jian-Heng Ye、Si-Shun Yan、Jie-Lian Han、Zhu-Bao Yin、Yu Lan、Da-Gang Yu

  DOI：10.1021/acs.orglett.8b01363

  日期：2018.7.6

  The first catalytic lactonization of unactivated aryl C-H bonds with CO2 to afford important phthalides is reported. Notably, this method features high selectivity, excellent functional group tolerance, smooth scalability, and facile product diversification. DFT calculations reveal that a novel insertion of two CO2 into the O-Pd bond of a palladacycle might be the key step, providing great potential and a different perspective for carbonylation with CO2.
• Direct B-Alkyl Suzuki-Miyaura Cross-Coupling of Trialkyl- boranes with Aryl Bromides in the Presence of Unmasked Acidic or Basic Functions and Base-Labile Protections under Mild Non-Aqueous Conditions
  作者：Bing Wang、Hui-Xia Sun、Zhi-Hua Sun、Guo-Qiang Lin

  DOI：10.1002/adsc.200800630

  日期：2009.2

  Abstractmagnified imageAn efficient and chemoselective palladium‐catalyzed direct B‐alkyl Suzuki–Miyaura cross‐coupling of trialkylboranes with diversely functionalized aryl bromides is described. A wide variety of unmasked acidic or basic functions are tolerated. The mild non‐aqueous conditions are compatible with aldehydes, ketones, nitriles, chloro substitution as well as base‐labile phenolic Piv and TBS protecting groups. The anhydrous conditions were found to be advantageous for aryl bromide substrates. A potent CEPT inhibitor was efficiently synthesised using this protocol.