3-(3-(trifluoromethyl)phenyl)pentane-2,4-dione | 871130-38-0

• 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: 3-(3-(trifluoromethyl)phenyl)pentane-2,4-dione
• 英文别名: 3-[3-(trifluoromethyl)phenyl]pentane-2,4-dione
• CAS: 871130-38-0
• 化学式: C₁₂H₁₁F₃O₂
• 分子量: 244.213
• InChiKey: GKEVRYFENXZZKG-UHFFFAOYSA-N

物化性质

• 沸点：
  255.5±35.0 °C(Predicted)
• 密度：
  1.219±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(3-(trifluoromethyl)phenyl)pentane-2,4-dione 在 potassium osmate(VI) dihydrate 、 正丁基锂 、 sodium hydride 、 N-甲基吗啉氧化物 、 二异丙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 mineral oil 、 叔丁醇 为溶剂， 反应 33.0h， 生成 3-ethynyl-3-(3-(trifluoromethyl)phenyl)pent-4-ynal
  参考文献：
  名称：

  Reversal of Selectivity in Gold-Catalyzed Cyclizations of 3,3-Disubstituted 1,4-Diynes

  摘要：

  A general synthetic access to 3,3-disubstituted 1,4-diynes bearing a quaternary carbon center from acetylacetone was developed. The compounds were cyclized to the corresponding enol ethers by cationic gold complexes. The reactions occur in complete exo-selectivity in contrast to compounds incorporating an alkoxy substituent in the 3-position. A mechanistic rationale for this reversal of selectivity is provided.

  DOI：

  10.1021/ol102628x
• 作为产物：
  描述：

  3-碘三氟甲苯 、 乙酰丙酮 在 caesium carbonate 、 copper(II) oxide 作用下， 以 二甲基亚砜 为溶剂， 80.0 ℃ 、101.33 kPa 条件下， 反应 7.0h， 以81%的产率得到3-(3-(trifluoromethyl)phenyl)pentane-2,4-dione
  参考文献：
  名称：

  C-Arylation reactions catalyzed by CuO-nanoparticles under ligand free conditions

  摘要：

  CuO纳米颗粒被发现是一种优秀的非均相催化剂，可用于使用各种芳基卤化物对活性甲基化合物进行C-芳基化反应。产物收率良好至优秀。该催化剂可以回收并重复使用四个循环，几乎没有活性损失。

  DOI：

  10.3762/bjoc.6.35

文献信息

• An Efficient and Mild CuI/<scp>l</scp>-Proline-Catalyzed Arylation of Acetylacetone or Ethyl Cyanoacetate
  作者：Yongwen Jiang、Nan Wu、Haihong Wu、Mingyuan He

  DOI：10.1055/s-2005-918921

  日期：——

  The coupling reaction of aryl iodides with acetylacetone or ethyl cyanoacetate under catalysis of CuI/l-proline works at ­relatively mild conditions to provide 3-aryl-2, 4-pentanediones and α-aryl cyanoacetates in moderate to good yields.

  在CuI/l-脯氨酸催化下，芳基碘化物与乙酰乙酮或乙基氰乙酸酯的偶联反应在相对温和的条件下进行，能够生成3-芳基-2, 4-戊二酮和α-芳基氰乙酸酯，产率中等至良好。
• Synthesis of sterically encumbered biaryls based on a ‘copper(I)-catalyzed arylation/[3+3] cyclocondensation’ strategy
  作者：Asad Ali、Ihsan Ullah、Muhammad Sher、Alexander Villinger、Peter Langer

  DOI：10.1016/j.tetlet.2008.10.093

  日期：2009.1

  Sterically encumbered biaryls are prepared in two steps by Cul-proline-catalyzed arylation of acetylacetone to give 3-arylpentane-2,4-diones and subsequent formal [3+3] cyclization of the latter with 1,3-bis(trimethylsilyloxy)-1,3-dienes. (C) 2008 Elsevier Ltd. All rights reserved.
• Synthesis of of sterically encumbered biaryls based on a ‘copper(I)-catalyzed arylation/[3+3] cyclocondensation’ strategy
  作者：Ihsan Ullah、Muhammad Sher、Rasheed Ahmad Khera、Asad Ali、Muhammad Nawaz、Mohanad Shkoor、Inam Iqbal、Muhammad Imran、Alexander Villinger、Christine Fischer、Peter Langer

  DOI：10.1016/j.tet.2010.03.054

  日期：2010.5

  Sterically encumbered biaryls are prepared in two steps by combination of the CuI-proline-catalyzed arylation of acetylacetone with formal [3+3] cyclizations of 1,3-bis(trimethylsilyloxy)-1,3-dienes. In addition, the synthesis of 4,6- and 5,6-diarylsalicylates based on [3+3] cyclizations is reported. (C) 2010 Elsevier Ltd. All rights reserved.
• Beta-Diketone Ancillary Ligands and Their Metal Complexes Used in Organic Optoelectronic Devices
  申请人：Cheng Chien-Hong

  公开号：US20100270915A1

  公开（公告）日：2010-10-28

  The present invention discloses a phosphor material for organic optoelectronic devices. The phosphor is a complex comprising a metal (Ir or Pt) and an aryl-modified beta-diketone ligand. The complexes of this invention are useful to function as an emitter in the emissive layer of an organic light emitting diode, even as the complex is the main component of this layer.
• US8680760B2
  申请人：——

  公开号：US8680760B2

  公开（公告）日：2014-03-25