1-(4-氟苯基)-3-(4-甲基苯基)-1-丙酮 | 56201-96-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 中文名称: 1-(4-氟苯基)-3-(4-甲基苯基)-1-丙酮
• 英文名称: 1-(4-fluorophenyl)-3-(4-methylphenyl)-1-propenone
• 英文别名: 1-(4-fluorophenyl)-3-(p-tolyl)propan-1-one；1-(4-fluorophenyl)-3-p-tolylpropan-1-one；4'-Fluoro-3-(4-methylphenyl)propiophenone；1-(4-fluorophenyl)-3-(4-methylphenyl)propan-1-one
• CAS: 56201-96-8
• 化学式: C₁₆H₁₅FO
• mdl: MFCD07699617
• 分子量: 242.293
• InChiKey: IQIAAMBWBTZRTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.187
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2914700090

反应信息

• 作为反应物：
  描述：

  异硫氰酸甲酯 、 1-(4-氟苯基)-3-(4-甲基苯基)-1-丙酮 在 一水合肼 、 三乙胺 作用下， 以 乙醇 、 乙醚 为溶剂， 反应 6.0h， 以45.8%的产率得到3-(4-fluorophenyl)-N-methyl-5-(4-metylphenyl)-2-pyrazoline-1-thiocarboxamide
  参考文献：
  名称：

  TwoN-substituted 3,5-diphenyl-2-pyrazoline-1-thiocarboxamides

  摘要：

  The structures of N-ethyl-3-(4-fluorophenyl)-5-(4-methoxyphenyl)-2-pyrazoline-1-thiocarboxamide, C19H20FN3OS, (I), and 3-(4-fluorophenyl)-N-methyl-5-(4-methylphenyl)-2-pyrazoline-1-thiocarboxamide, C18H18FN3S, (II), have similar geometric parameters. The methoxy/methyl-substituted phenyl groups are almost perpendicular to the pyrazoline (pyraz) ring [interplanar angles of 89.29 (8) and 80.39 (10)degrees for (I) and (II), respectively], which is coplanar with the fluorophenyl ring [ interplanar angles of 5.72 ( 9) and 10.48 (10)degrees]. The pyrazoline ring approximates an envelope conformation in both structures, with the two-coordinate N atom involved in an intramolecular N-H center dot center dot center dot N-pyraz interaction. In (I), N-H center dot center dot center dot O and C-H center dot center dot center dot S intermolecular hydrogen bonds are the primary interactions, whereas in (II), there are no intermolecular hydrogen bonds.

  DOI：

  10.1107/s0108270105023255
• 作为产物：
  描述：

  1-(4-fluorophenyl)-3-(p-tolyl)prop-2-en-1-one 在 二硫化碳 、 potassium tert-butylate 作用下， 以 二甲基亚砜 为溶剂， 以87 %的产率得到1-(4-氟苯基)-3-(4-甲基苯基)-1-丙酮
  参考文献：
  名称：

  通过 CS2/t-BuOK 系统化学选择性还原 α,β-不饱和羰基化合物：二甲亚砜作为氢源

  摘要：

  报道了一种通过二甲基亚砜 (DMSO) 中的CS 2 / t- BuOK 系统从不饱和酮衍生物中获取饱和酮的新颖且实用的方法。通过二硫化碳和叔丁醇钾的反应原位生成黄原盐对于这种转变至关重要。氘标记实验表明 DMSO 可以充当氢供体。

  DOI：

  10.1021/acs.joc.3c00903

文献信息

• Designed pincer ligand supported Co(<scp>ii</scp>)-based catalysts for dehydrogenative activation of alcohols: Studies on <i>N</i>-alkylation of amines, α-alkylation of ketones and synthesis of quinolines
  作者：Anshu Singh、Ankur Maji、Mayank Joshi、Angshuman R. Choudhury、Kaushik Ghosh

  DOI：10.1039/d0dt03748f

  日期：——

  Base-metal catalysts Co1, Co2 and Co3 were synthesized from designed pincer ligands L1, L2 and L3 having NNN donor atoms respectively. Co1, Co2 and Co3 were characterized by IR, UV–Vis. and ESI-MS spectroscopic studies. Single crystal X-ray diffraction studies were investigated to authenticate the molecular structures of Co1 and Co3. Catalysts Co1, Co2 and Co3 were utilized to study the dehydrogenative

  贱金属催化剂Co1、Co2和Co3由分别具有NNN供体原子的设计的钳状配体L 1、L 2和L 3合成。Co1、Co2和Co3通过 IR、UV-Vis 进行表征。和 ESI-MS 光谱研究。研究了单晶 X 射线衍射研究以验证Co1和Co3的分子结构。催化剂Co1 , Co2和Co3用于研究醇的脱氢活化胺的N-烷基化、酮的 α-烷基化和喹啉的合成。在优化的反应条件下，开发了广泛的底物，包括醇类、苯胺类和酮类。对胺的N-烷基化、酮的 α-烷基化和喹啉合成的一系列控制实验进行了检查，以了解反应途径。研究了 ESI-MS 光谱研究以表征钴-醇盐和钴-氢化物中间体。研究了反应过程中放出的氢气对苯乙烯的还原，以验证催化剂的脱氢性质。为N提出了可能的反应途径-胺类烷基化、酮类α-烷基化和喹啉的合成基于对照实验和反应中间体的检测。
• Aerobic Oxidative Coupling between Carbon Nucleophiles and Allylic Alcohols: A Strategy to Construct β-(Hetero)Aryl Ketones and Aldehydes through Hydrogen Migration
  作者：Liangbin Huang、Ji Qi、Xia Wu、Wanqing Wu、Huanfeng Jiang

  DOI：10.1002/chem.201302962

  日期：2013.11.11

  reaction: A highly efficient PdII‐catalyzed intermolecular oxidative‐coupling reaction is reported, inspired by the fundamental Heck and Wacker processes. The (hetero)aryl‐PdX species, originating from CH activation step or desulfonyl hydrazides, coupled with allylic alcohols by using oxygen as the sole oxidant (see scheme).

  Wacker的反应：受基本的Heck和Wacker过程的启发，据报道有一种高效的Pd II催化的分子间氧化偶联反应。（杂）芳基- PDX物种，选自C始发 ħ活化步骤或desulfonyl酰肼，通过使用氧作为唯一的氧化剂（参见方案）加上烯丙基醇。
• Chemoselective Reduction of α,β-Unsaturated Carbonyl Compounds via a CS₂/<i>t-</i>BuOK System: Dimethyl Sulfoxide as a Hydrogen Source
  作者：Saideh Rajai-Daryasarei、Mir Sadra Hosseini、Saeed Balalaie

  DOI：10.1021/acs.joc.3c00903

  日期：2023.8.4

  A novel and practical approach to access saturated ketones from unsaturated ketone derivatives via a CS2/t-BuOK system in dimethyl sulfoxide (DMSO) is reported. The in situ generation of xanthate salt through the reaction of carbon disulfide and potassium tert-butoxide is essential to this transformation. Deuterium-labeling experiments demonstrated that DMSO can act as a hydrogen donor.

  报道了一种通过二甲基亚砜 (DMSO) 中的CS 2 / t- BuOK 系统从不饱和酮衍生物中获取饱和酮的新颖且实用的方法。通过二硫化碳和叔丁醇钾的反应原位生成黄原盐对于这种转变至关重要。氘标记实验表明 DMSO 可以充当氢供体。
• Katiyar, Sarvagya S.; Latithambica, M., Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1980, vol. 19, # 10, p. 956 - 960
  作者：Katiyar, Sarvagya S.、Latithambica, M.

  DOI：——

  日期：——
• Two<i>N</i>-substituted 3,5-diphenyl-2-pyrazoline-1-thiocarboxamides
  作者：Yavuz Köysal、Şamil Işık、Gülay Şahin、Erhan Palaska

  DOI：10.1107/s0108270105023255

  日期：2005.9.15

  The structures of N-ethyl-3-(4-fluorophenyl)-5-(4-methoxyphenyl)-2-pyrazoline-1-thiocarboxamide, C19H20FN3OS, (I), and 3-(4-fluorophenyl)-N-methyl-5-(4-methylphenyl)-2-pyrazoline-1-thiocarboxamide, C18H18FN3S, (II), have similar geometric parameters. The methoxy/methyl-substituted phenyl groups are almost perpendicular to the pyrazoline (pyraz) ring [interplanar angles of 89.29 (8) and 80.39 (10)degrees for (I) and (II), respectively], which is coplanar with the fluorophenyl ring [ interplanar angles of 5.72 ( 9) and 10.48 (10)degrees]. The pyrazoline ring approximates an envelope conformation in both structures, with the two-coordinate N atom involved in an intramolecular N-H center dot center dot center dot N-pyraz interaction. In (I), N-H center dot center dot center dot O and C-H center dot center dot center dot S intermolecular hydrogen bonds are the primary interactions, whereas in (II), there are no intermolecular hydrogen bonds.