3-benzoyl-1-methylpyridinium methiodide | 34285-39-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-benzoyl-1-methylpyridinium methiodide
• 英文别名: N-methyl-(3-benzoyl)-pyridinium iodide；3-benzoyl-1-methylpyridinium iodide；3-benzoyl-1-methyl-pyridinium; iodide；3-Benzoyl-1-methyl-pyridinium; Jodid；3-Benzoyl-N-methylpyridiniumiodid；1-Methyl-3-benzoyl-pyridiniodid；3-Benzoyl-1-methylpyridin-1-ium iodide；(1-methylpyridin-1-ium-3-yl)-phenylmethanone;iodide
• CAS: 34285-39-7
• 化学式: C₁₃H₁₂NO*I
• 分子量: 325.149
• InChiKey: MYDDSBZHTYDLOQ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.25
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  21
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-benzoyl-1-methylpyridinium methiodide 在 氢氧化钾 、 一水合肼 作用下， 生成 3-Phenyl-4-((E)-propenyl)-1H-pyrazole
  参考文献：
  名称：

  Baradarani, M. Mehdi; Joule, John A., Journal of the Chemical Society. Perkin transactions I, 1980, p. 72 - 77

  摘要：

  DOI：
• 作为产物：
  描述：

  生成 3-benzoyl-1-methylpyridinium methiodide
  参考文献：
  名称：

  从吡啶酮中大量形成水合物和半缩醛

  摘要：

  已发现吡啶酮酮分别以相当数量的水合物和半缩醛形式存在于水溶液和醇溶液中。吡啶正电荷的相对位置对平衡常数有很大影响。在不同位置取代的吡啶鎓基团的极性取代基常数σ * 可以从水合常数估计。

  DOI：

  10.1016/j.tetlet.2009.09.054

文献信息

• Pyridinium salts—versatile reagents for the regioselective synthesis of functionalized thiazocino[2,3-b]indoles by tandem dinucleophilic reactions of thiooxindoles
  作者：Mostafa Kiamehr、Firouz Matloubi Moghaddam、Pavel V. Gormay、Volodymyr Semeniuchenko、Alexander Villinger、Peter Langer、Viktor O. Iaroshenko

  DOI：10.1016/j.tet.2012.09.059

  日期：2012.11

  The reaction of thiooxindoles with various 2- and 3-substituted pyridinium salts afforded a variety of functionalized thiazocinoindoles. The products have been prepared in good to excellent yields by regioselective dinucleophilic C/S-cyclocondensation of thiooxindoles with pyridinium salts.

  硫代吲哚与各种2和3取代的吡啶鎓盐的反应提供了各种官能化的噻唑并吲哚。通过硫代吲哚与吡啶鎓盐的区域选择性二亲核C / S-环缩合，可以高至极好的收率制备产物。
• Tandem dinucleophilic cyclization of cyclohexane-1,3-diones with pyridinium salts
  作者：Mostafa Kiamehr、Firouz Matloubi Moghaddam、Satenik Mkrtchyan、Volodymyr Semeniuchenko、Linda Supe、Alexander Villinger、Peter Langer、Viktor O Iaroshenko

  DOI：10.3762/bjoc.9.124

  日期：——

  The cyclization of cyclohexane-1,3-diones with various substituted pyridinium salts afforded functionalized 8-oxa-10-aza-tricyclo[7.3.1.0^2,7]trideca-2(7),11-dienes. The reaction proceeds by regioselective attack of the central carbon atom of the 1,3-dicarbonyl unit to 4-position of the pyridinium salt and subsequent cyclization by base-assisted proton migration and nucleophilic addition of the oxygen atom to the 2-position, as was elucidated by DFT computations. Fairly extensive screening of bases and additives revealed that the presence of potassium cations is essential for formation of the product.

  环己烷-1,3-二酮与各种取代吡啶盐的环化反应产生了官能化的8-氧杂-10-氮杂-三环[7.3.1.0^2,7]十三烯。反应通过1,3-二酮单元的中心碳原子对吡啶盐的4位进行区域选择性攻击，随后通过碱辅助的质子迁移和氧原子对2位的亲核加成进行环化，这一过程由DFT计算得出。对碱和添加剂的广泛筛选表明，钾阳离子的存在对产物的形成至关重要。
• Substituent Effects on Formation of Cation Dimers by Weak Hydrogen Bonds in Crystals of Carbonyl Pyridinium Salts of Ni(dmit)₂
  作者：Kazuaki Tomono、Ayako Koyano、Takashi Morita、Kazuo Miyamura

  DOI：10.1246/bcsj.82.1152

  日期：2009.9.15

  Five 1:1 salts of 3-X-1-methylpyridinium (X = benzoyl, acetyl, methoxycarbonyl, carboxy, and aminocarbonyl; abbreviated as Ben, Ace, Met, Car, and Ami, respectively) cations with a [Ni(dmit)2]− anion ([Ben]+[Ni(dmit)2]− (1), [Ace]+[Ni(dmit)2]− (2), [Met]+[Ni(dmit)2]− (3), [Car]+[Ni(dmit)2]− (4), and [Ami]+[Ni(dmit)2]− (5)) have been synthesized and characterized by single-crystal X-ray analysis and conductivity measurements. In the crystals, three cations 1–3 were found to form dimers by weak C–H···O hydrogen bonds, and the arrangements of cations had a strong relation with the electronic effect of the substituents. The cations of 1–3 formed similar centrosymmetrically associated dimers constructed by weak C–H···O hydrogen bonds, whose geometric parameters had a correlation with the electronic effect of the substituents. A cation of 4 also formed centrosymmetrically associated dimer, but it was made by an O–H···O hydrogen bond as usually observed in the case of carboxylic acid. In contrast with other complex salts, cations of 5 formed one-dimensional structure by C–H···O hydrogen bonding. The conductivities of salts 1, 2, 3, 4, and 5 at room temperature were 1.00 × 10−6, 1.10 × 10−6, 2.86 × 10−6, 9.77 × 10−6, and 8.75 × 10−7 S cm−1, respectively.

  五种 1：3-X-1-甲基吡啶鎓（X = 苯甲酰基、乙酰基、甲氧羰基、羧基和氨基羰基；缩写分别为 Ben、Ace、Met、Car 和 Ami）阳离子与[Ni(dmit)2]-阴离子（[Ben]+[Ni(dmit)2]- (1)、[Ace]+[Ni(dmit)2]- (2)、[Met]+[Ni(dmit)2]- (3)、合成了[Car]+[Ni(dmit)2]- (4) 和 [Ami]+[Ni(dmit)2]- (5)），并通过单晶 X 射线分析和电导率测量进行了表征。在晶体中发现，1-3 三个阳离子通过弱 C-H-O 氢键形成二聚体，阳离子的排列与取代基的电子效应有很大关系。1-3 的阳离子通过弱 C-H-O 氢键形成了类似的中心对称关联二聚体，其几何参数与取代基的电子效应有关。4 的阳离子也形成了中心对称关联的二聚体，但它是通过 O-H-O 氢键形成的，就像通常在羧酸中观察到的那样。与其他复合盐相反，5 的阳离子通过 C-H-O 氢键形成一维结构。盐 1、2、3、4 和 5 在室温下的电导率分别为 1.00 × 10-6、1.10 × 10-6、2.86 × 10-6、9.77 × 10-6 和 8.75 × 10-7 S cm-1。
• ANDERSON; CIOTTI; KAPLAN, Journal of Biological Chemistry, 1959, vol. 234, # 5, p. 1219 - 1225
  作者：ANDERSON、CIOTTI、KAPLAN

  DOI：——

  日期：——
• Baradarani, M. Mehdi; Joule, John A., Journal of the Chemical Society. Perkin transactions I, 1980, p. 72 - 77
  作者：Baradarani, M. Mehdi、Joule, John A.

  DOI：——

  日期：——