4,4-dimethyl-1-(pyridine-2-yl)pentane-1,3-dione | 41070-32-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,4-dimethyl-1-(pyridine-2-yl)pentane-1,3-dione
• 英文别名: 4,4-dimethyl-1-(pyridin-2-yl)pentane-1,3-dione；Pyridoyl-(2)-pivaloylmethan；4,4-dimethyl-1-[2]pyridyl-pentane-1,3-dione；4,4-Dimethyl-1-[2]pyridyl-pentan-1,3-dion；4,4-dimethyl-1-pyridin-2-ylpentane-1,3-dione
• CAS: 41070-32-0
• 化学式: C₁₂H₁₅NO₂
• 分子量: 205.257
• InChiKey: BTUHIPWWFKHIOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 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：
  47
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,4-dimethyl-1-(pyridine-2-yl)pentane-1,3-dione 在 肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以5.8 g的产率得到2-(5-叔丁基-1H-吡唑-3-基)吡啶
  参考文献：
  名称：

  Syntheses and remarkable photophysical properties of 5-(2-pyridyl) pyrazolate boron complexes; photoinduced electron transferElectronic supplementary information (ESI) available: Photophysical experimental details, the spectral data of all boron complexes, and crystal data of 2a. See http://www.rsc.org/suppdata/cc/b3/b309374c/

  摘要：

  一系列新型吡啶基吡唑酸盐硼配合物2a–e已被合成，其中2a–c由于光诱导电子转移反应表现出显著的双荧光特性。

  DOI：

  10.1039/b309374c
• 作为产物：
  描述：

  2-吡啶甲酸 在 氯化亚砜 、 乙醚 、 sodium methylate 作用下， 生成 4,4-dimethyl-1-(pyridine-2-yl)pentane-1,3-dione
  参考文献：
  名称：

  The Relative Reactivities of the Isomeric Methyl Pyridinecarboxylates in the Acylation of Certain Ketones. The Synthesis of β-Diketones Containing Pyridine Rings

  摘要：

  DOI：

  10.1021/ja01156a035

文献信息

• Iridium(III)-Catalyzed C−H Functionalization of Triarylphosphine Oxides with Diazo Dicarbonyl Compounds: Synthesis of α-Aryl 1,3-Dicarbonyl Derivatives
  作者：Shang-Dong Yang、Qin-Xin Lou、Jing-Yu Li

  DOI：10.1055/a-1409-1906

  日期：2021.8

  A novel (pentamethylcyclopenta-1,3-dienyl)iridium(III)-catalyzed direct C–H functionalization of triarylphosphine oxides with diazo dicarbonyl compounds through carbene insertion has been developed. This strategy provides a simple and efficient route to the construction of α-arylated 1,3-dicarbonyl compounds, which are important building blocks in pharmaceutical chemistry.

  已经开发了一种新颖的（五甲基环戊-1,3-二烯基）铱（III）催化通过芳烃插入的重氮二羰基化合物与三重氮膦羰基化合物直接进行C–H官能化反应。该策略为构建α-芳基1,3-二羰基化合物提供了一条简单而有效的途径，这是药物化学中的重要组成部分。
• C–H Activation at a Ruthenium(II) Complex – The Key Step for a Base‐Free Catalytic Transfer Hydrogenation?
  作者：Leila Taghizadeh Ghoochany、Christian Kerner、Saeid Farsadpour、Fabian Menges、Yu Sun、Gereon Niedner‐Schatteburg、Werner R. Thiel

  DOI：10.1002/ejic.201300480

  日期：2013.8.12

  Ruthenium(II) complexes [(η6-cymene)RuCl(apypm)]BPh4 with bidentate 2-amino-4-(2-pyridinyl)pyrimidine (apypm) ligands catalyze the transfer hydrogenation of acetophenone. Their activities are strongly dependent on the substituent pattern of the pyrimidine ring. Complexes bearing a primary amino group in the 2-position of the pyrimidine ring do not perform the catalysis in terms of a “bifunctional mechanism”

  钌 (II) 络合物 [(η6-cymene)RuCl(apypm)]BPh4 与双齿 2-amino-4-(2-pyridinyl)pyrimidine (apypm) 配体催化苯乙酮的转移氢化。它们的活性强烈依赖于嘧啶环的取代基模式。在嘧啶环的 2 位上带有伯氨基的配合物不具有“双功能机制”的催化作用，尽管它们在靠近金属位点的氨基部分具有质子氢原子。在 apypm 配体上含有叔二烷基化氨基取代基的系统是空气稳定和无磷烷转移氢化催化剂的第一个例子，即使在没有碱的情况下也表现出高活性。
• Synthesis of Pyrazole‐Based Pyridine Ligands and Their Use as Extractants for Nickel(II) and Copper(II): Crystal Structure of a Copper(II)–Ligand Complex
  作者：Brendan H. Pearce、Hezron F. Ogutu、Robert C. Luckay

  DOI：10.1002/ejic.201601410

  日期：2017.2.24

  study of Ni(II) and Cu(II) in the presence and absence of a synergist (sodium dodecyl benzene sulfonate[SDBS]). The solvent extraction of only Ni(II) in the presence of synergist produced extraction values between 72% - 73%. The competitive extraction of Ni(II) and Cu(II) from a base metal ion mix (Co2+, Ni2+, Zn2+, Cu2+, Pb2+ and Cd2+) produced extraction values of 85% - 90% extraction of Cu(II) for two

  三个吡唑基吡啶配体，2-(3-丁基-1H-吡唑-5-基)-吡啶(1)，2-[3-(叔丁基)-1H-吡唑-5-基]-吡啶(2 ) 和 2-(3-octyl-1H-pyrazol-5-yl)-pyridine (3) 合成并使用常规方法进行了充分表征。然后，我们在增效剂（十二烷基苯磺酸钠 [SDBS]）存在和不存在的情况下对 Ni(II) 和 Cu(II) 进行了全面的溶剂萃取研究。在增效剂存在下仅对 Ni(II) 进行溶剂萃取产生 72% - 73% 的萃取值。从贱金属离子混合物（Co2+、Ni2+、Zn2+、Cu2+、Pb2+ 和 Cd2+）中竞争性萃取 Ni(II) 和 Cu(II) 对两种配体产生了 85% - 90% 的 Cu(II) 萃取率没有增效剂，Cu(II) 和 Ni(II) 与增效剂的值在 38% - 45% 的范围内。选择性研究有利于目标 Cu(II)，其中金属离子的浓度比其他贱金属离子的浓度低
• Excited-State Intramolecular Proton Transfer in Five-Membered Hydrogen-Bonding Systems:  2-Pyridyl Pyrazoles
  作者：Wei-Shan Yu、Chung-Chih Cheng、Yi-Ming Cheng、Pei-Chi Wu、Yi-Hwa Song、Yun Chi、Pi-Tai Chou

  DOI：10.1021/ja035382y

  日期：2003.9.1

  The excited-state intramolecular proton transfer (ESIPT) reaction in five-membered N-H...N hydrogen-bonding systems has been explored through design and syntheses of a series of 5-(2-pyridyl) 1-H-pyrazoles 1a-d. The ESIPT mechanism was confirmed through spectroscopy, relaxation dynamics, and corresponding methylated analogues. The results demonstrate for the first time a unique system among ESIPT molecules, in which ESIPT incorporates an appreciably large energy barrier fine-tuned by the skeletal reorganization. This makes 1a-d systems ideal models for probing the reaction potential energy surface.
• US9595683B2
  申请人：——

  公开号：US9595683B2

  公开（公告）日：2017-03-14