2-pyridiniumaldoxime-1-phenacyl bromide | 5015-94-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-pyridiniumaldoxime-1-phenacyl bromide
• 英文别名: 2-[2-(Nitrosomethylidene)pyridin-1(2H)-yl]-1-phenylethan-1-one--hydrogen bromide (1/1)；2-[2-(nitrosomethylidene)pyridin-1-yl]-1-phenylethanone;hydrobromide
• CAS: 5015-94-1
• 化学式: Br*C₁₄H₁₃N₂O₂
• 分子量: 321.173
• InChiKey: UDCKVUXGWVZYKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.33
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  53.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-pyridiniumaldoxime-1-phenacyl bromide 在 氢溴酸 作用下， 生成 2-oxo-3-phenyl-pyrido[1,2a]pyrazinium bromide
  参考文献：
  名称：

  Structures of pyrido[1,2a]pyrazinium and pyrido[1,2c][1,4]oxazinium bromides studied by 1H, 13C and 15N NMR, FTIR, X-ray and DFT methods

  摘要：

  2-R-Pyridines (R=CN, CH=NOH and COMe) with phenacyl bromide gave the corresponding quaternary bicyclic ring system containing one ring junction nitrogen and one extra nitrogen or oxygen atom (1-3). Their structures were confirmed by H-1, C-13 and (NMR)-N-15 spectra in DMSO-d(6) solution using 2D NMR techniques (COSY, NEOSY, HETCOR and HMBC). The structure of 1-oxo-3-phenylpyrido[1,2a]pyrazinium bromide monohydrate, 1, was unambiguously confirmed by X-ray crystallography. The crystals of 1 are monoclinic, space group P2(1)/n, with a=7.730(2) angstrom, b=14.094(3) angstrom, c=12.553(3) angstrom, beta=106.18(3)degrees, V=1311.3(5) angstrom(3) and Z=4 (at 110 K). The isolated entities of 1-3 were analyzed by the B3LYP/6-31G(d,p) level of theory in order to get information on the electrostatic interaction between the oppositely charged groups. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2005.01.068
• 作为产物：
  描述：

  2-吡啶甲醛肟 、 2-溴苯乙酮 以 丙酮 为溶剂， 以74%的产率得到2-pyridiniumaldoxime-1-phenacyl bromide
  参考文献：
  名称：

  Structures of pyrido[1,2a]pyrazinium and pyrido[1,2c][1,4]oxazinium bromides studied by 1H, 13C and 15N NMR, FTIR, X-ray and DFT methods

  摘要：

  2-R-Pyridines (R=CN, CH=NOH and COMe) with phenacyl bromide gave the corresponding quaternary bicyclic ring system containing one ring junction nitrogen and one extra nitrogen or oxygen atom (1-3). Their structures were confirmed by H-1, C-13 and (NMR)-N-15 spectra in DMSO-d(6) solution using 2D NMR techniques (COSY, NEOSY, HETCOR and HMBC). The structure of 1-oxo-3-phenylpyrido[1,2a]pyrazinium bromide monohydrate, 1, was unambiguously confirmed by X-ray crystallography. The crystals of 1 are monoclinic, space group P2(1)/n, with a=7.730(2) angstrom, b=14.094(3) angstrom, c=12.553(3) angstrom, beta=106.18(3)degrees, V=1311.3(5) angstrom(3) and Z=4 (at 110 K). The isolated entities of 1-3 were analyzed by the B3LYP/6-31G(d,p) level of theory in order to get information on the electrostatic interaction between the oppositely charged groups. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2005.01.068