2-methyl-6-(4-nitrophenyl)pyridine | 1209496-07-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-methyl-6-(4-nitrophenyl)pyridine
• CAS: 1209496-07-0
• 化学式: C₁₂H₁₀N₂O₂
• 分子量: 214.224
• InChiKey: LPRVTGNNTLZYLF-UHFFFAOYSA-N

物化性质

• 沸点：
  346.7±27.0 °C(Predicted)
• 密度：
  1.216±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  58.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对硝基苯乙酮 在 cerium(III) chloride heptahydrate 、 ammonium acetate 、 sodium iodide 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 异丙醇 为溶剂， 反应 6.0h， 生成 2-methyl-6-(4-nitrophenyl)pyridine
  参考文献：
  名称：

  使用CeCl 3 .7H 2 O / NaI由芳基/杂芳基β-烯胺酮和Meldrum酸合成6-取代的2-吡啶啉

  摘要：

  一锅缩合的芳基/杂芳基β-烯胺酮，Meldrum酸和 CeCl 3 .7H 2 O / NaI存在下，通过串联迈克尔加成-环脱水-消除序列的乙酸铵导致形成新的区域选择性6取代的2-甲基吡啶。

  DOI：

  10.1002/jhet.1941

文献信息

• Palladium-Catalyzed Cross-Coupling Reaction of Heteroaryltriolborates with Aryl Halides for Synthesis of Biaryls
  作者：Norio Miyaura、Yasunori Yamamoto、Miho Takizawa、Xiao-Qiang Yu

  DOI：10.3987/com-09-s(s)30

  日期：——

  Cyclic triolborates possessing a heteroaromatic ring on the boron atom [ArB(OCH2)(3)CHCH3]M (M=K, Na, Li) were prepared in high yields from heteroarylboronic acids, 1,1,1-tris(hydroxymethyl)ethane (triol) and KOH or NaH. The corresponding lithium salts were synthesized from aryllithiums, B(OMe)(3) and triol. They were air-stable white solids that were convenient for handling in air. High performance of these triolborates for metal-catalyzed bond-forming reactions was demonstrated in palladium-catalyzed cross-coupling reactions with haloarenes. Although the use of heteroarylboronic acids often results in very low yields due to competitive hydrolytic B-C bond cleavage with water under typical conditions using aqueous bases, triolborates possessing a 2-pyridyl, 3-pyridyl or 2-thiophenyl ring afforded biaryls in high yields at 50-120 degrees C in anhydrous DMF. There was a strong accelerating effect of CuI for reactions of 2- and 3-pyridylborate derivatives, whereas 2-thiophenyl derivatives reacted smoothly resulting in high yields in the absence of CuI.