2,6-二甲基-4-甲氧基吡啶氮氧化物 | 6890-59-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2,6-二甲基-4-甲氧基吡啶氮氧化物
• 英文名称: 4-methoxy-2,6-dimethylpyridine N-oxide
• 英文别名: 4-Methoxy-2,6-dimethyl-pyridin-1-oxid；4-Methoxy-2,6-dimethylpyridin-1-ium-1-olate；4-methoxy-2,6-dimethyl-1-oxidopyridin-1-ium
• CAS: 6890-59-1
• 化学式: C₈H₁₁NO₂
• 分子量: 153.181
• InChiKey: CMQDTHWXQUKRKA-UHFFFAOYSA-N

物化性质

• 沸点：
  340.4±37.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  34.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,6-二甲基-4-甲氧基吡啶氮氧化物 在 potassium permanganate 、 三苯基膦 作用下， 以 三乙二醇 为溶剂， 反应 1.0h， 生成 4-甲氧基-2,6-吡啶二甲酸
  参考文献：
  名称：

  Novel Late Transition Metal Catalysts Based on Iron: Synthesis, Structures and Ethylene Polymerization

  摘要：

  In this article we reported synthesis, characterization and ethylene polymerization behavior of two new late transition metal 2,6-bis(imino)pyridine catalysts based on iron(II) possessing different substituents of NO(2) (catalyst b) and OMe (catalyst c) at the para position of the pyridine ring. Theoretical study exhibited more positive charge on the central metal of the catalyst b, leading to higher activity offset by lower thermal stability and life time.

  DOI：

  10.1007/s10562-010-0433-x
• 作为产物：
  描述：

  2,6-二甲基吡啶 N-氧化物 在 硫酸 、 硝酸 作用下， 以 甲醇 为溶剂， 反应 12.0h， 生成 2,6-二甲基-4-甲氧基吡啶氮氧化物
  参考文献：
  名称：

  Novel Late Transition Metal Catalysts Based on Iron: Synthesis, Structures and Ethylene Polymerization

  摘要：

  In this article we reported synthesis, characterization and ethylene polymerization behavior of two new late transition metal 2,6-bis(imino)pyridine catalysts based on iron(II) possessing different substituents of NO(2) (catalyst b) and OMe (catalyst c) at the para position of the pyridine ring. Theoretical study exhibited more positive charge on the central metal of the catalyst b, leading to higher activity offset by lower thermal stability and life time.

  DOI：

  10.1007/s10562-010-0433-x

文献信息

• Chiral amine–imine ligands based on trans-2,5-disubstituted pyrrolidines and their application in the palladium-catalyzed allylic alkylation
  作者：Hongfeng Chen、James A. Sweet、Kin-Chung Lam、Arnold L. Rheingold、Dominic V. McGrath

  DOI：10.1016/j.tetasy.2009.07.010

  日期：2009.7

  moiety affords dramatic changes on the outcome of the stereochemistry. Evidence from various studies suggested that during the palladium-catalyzed allylic alkylation reaction, nucleophilic attack onto the 1,3-diphenylallyl moiety in the transition state occurs mainly trans to the pyridine ring of the less stable conformation of the palladium complexes.

  已经制备了一系列基于反式-2,5-二取代的吡咯烷和吡啶部分的胺-亚胺二齿配体。这些配体在rac-（E的钯催化的烯丙基烷基化反应中的用途报道了-1，3-二苯基丙-2-烯基乙酸酯。结果表明这些配体是反应的良好催化剂前体。配体的吡啶环上的电子修饰对反应的对映选择性没有明显影响，但对反应速率的影响很大，而吡啶或吡咯烷部分上的结构修饰对立体化学的结果产生了显着变化。从各种研究的证据表明，在钯催化的烯丙基烷基化反应过程中，亲核进攻于在过渡状态下的1,3- diphenylallyl部分主要发生反式与钯配合物的较稳定的构象的吡啶环。
• Metal-free methylation of a pyridine N-oxide C–H bond by using peroxides
  作者：Gang Li、Suling Yang、Bingjie Lv、Qingqing Han、Xingxing Ma、Kai Sun、Zhiyong Wang、Feng Zhao、Yunhe Lv、Hankui Wu

  DOI：10.1039/c5ob01900a

  日期：——

  Metal-free methylation of a pyridine N-oxide C–H bond was developed using peroxide as a methyl reagent under neat conditions. Pyridine N-oxide derivatives with various groups (e.g., Cl, NO₂, and OCH₃) were all suitable substrates.

  使用过氧化物作为甲基试剂，在无溶剂条件下开发了对吡啶N-氧化物C-H键的无金属甲基化方法。具有各种基团（如Cl、NO2和OCH3）的吡啶N-氧化物衍生物均是合适的底物。
• Hydrogen bonds in 1:2 complexes of substituted pyridine N-oxides with pentachlorophenol
  作者：Zofia Dega-Szafran、Zofia Kosturkiewicz、Ewa Tykarska、Miroslaw Szafran、Dariusz Lemański、Bolesław Nogaj

  DOI：10.1016/s0022-2860(96)09358-1

  日期：1997.2

  Abstract Pyridine N-oxides form two types of crystalline complexes with phentachlorophenol, with 1:1 and 1:2 base-to-acid ratios. The 1:2 complex of 2,6-dimethylpyridine N-oxide with pentachlorophenol crystallizes in space group P1 with a = 7.335(1) A , b = 11.324(2) A , c = 15.824(2) A , α = 100.38(1)°, β = 94.63(1)°, γ = 106.60(1)°, V = 1226.7(6) A 3 and Z = 2. The structure has been refined to R

  摘要 吡啶N-氧化物与六氯苯酚形成两种类型的结晶络合物，碱酸比为1:1和1:2。2,6-二甲基吡啶 N-氧化物与五氯苯酚的 1:2 络合物在空间群 P1 中结晶，a = 7.335(1) A , b = 11.324(2) A , c = 15.824(2) A , α = 100.38( 1)°, β = 94.63(1)°, γ = 106.60(1)°, V = 1226.7(6) A 3 和 Z = 2。对于 3408 次观测到的 Mo Kα 反射，结构已被细化到 R = 0.046。N-氧化物基团的氧原子接受来自两分子五氯苯酚的氢键，Otctdot;O 距离分别为 2.639(5) 和 2.642(5) A，OHO 角分别为 141.2° 和 157.6°。两个 NOtctdot;HO 桥都在 N-氧原子的孤对电子的方向上或附近形成。两个五氯苯酚环（A 和 B）几乎相互平行，它们几乎垂直于吡啶环。11
• CATALYST AND PROCESS FOR RING OPENING POLYMERIZATION
  申请人：Brown University

  公开号：US20210188878A1

  公开（公告）日：2021-06-24

  The present invention discloses new catalyst systems based on trivalent metal complexes of Formula I, which can facilitate the stereospecific ring-opening polymerization of (rac)-β-Butyrolactone (rac-BBL). Also provided is a process for the stereospecific synthesis of aliphatic polyesters using the catalysts of Formula I, including alcohols and polyols as chain-transfer agents to facilitate immortal ring-opening polymerization.

  本发明披露了基于三价金属配合物I式的新催化剂体系，可以促进(rac)-β-丁内酯(rac-BBL)的立体特异性开环聚合。同时提供了使用I式催化剂的立体特异性合成脂肪族聚酯的过程，包括使用醇和多元醇作为链转移剂以促进永久性开环聚合。
• Vibrational characteristics and structure of the six- and eight-coordinate praseodymium(III) complexes with 2,6-lutidine N-oxide derivatives
  作者：H. Ban-Oganowska、P. Godlewska、L. Macalik、J. Hanuza、W. Oganowski、J.H. van der Maas

  DOI：10.1016/s0022-2860(01)00787-6

  日期：2002.3

  Abstract New praseodymium complexes of 2,6-lutidine, 4-methoxy-2,6-lutidine and 3-halo-2,6-lutidine N -oxides (LuO) have been synthesised and chemically characterised. The Fourier transform IR and Raman spectra have been measured in the range 50–4000 and 80–4000 cm −1 , respectively, and discussed in terms of possible structure and composition of compounds studied. The frequencies of the stretching

  摘要 2,6-二甲基吡啶、4-甲氧基-2,6-二甲基吡啶和3-卤代-2,6-二甲基吡啶N-氧化物(LuO)的新型镨配合物已被合成和化学表征。傅里叶变换红外光谱和拉曼光谱分别在 50-4000 和 80-4000 cm -1 范围内测量，并根据所研究化合物的可能结构和组成进行了讨论。拉伸 N-O、Pr-O 和 Pr-Cl 振动的频率已被指定并与 Pr(LuO) 8 、Pr(LuO) 7 O'、Pr(LuO) 5 O' 的可能分子结构有关2 O”、Pr(LuO) 6 、PrCl 3 (LuO) 3 和PrCl 3 (LuO) 2 O'配合物（O'和O”表示H 2 O和C 2 H 5 OH配体）。

表征谱图