(E)-2-bromocyclohexanone O-methyloxime

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (E)-2-bromocyclohexanone O-methyloxime
• 英文别名: Goccgmsheznpaa-vqhvlokhsa-；(E)-2-bromo-N-methoxycyclohexan-1-imine
• 化学式: C₇H₁₂BrNO
• 分子量: 206.082
• InChiKey: GOCCGMSHEZNPAA-VQHVLOKHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-溴环己酮 、 甲氧基胺盐酸盐 以 乙醇 为溶剂， 反应 0.5h， 生成 (Z)-2-bromocyclohexanone O-methyloxime 、 (E)-2-bromocyclohexanone O-methyloxime
  参考文献：
  名称：

  Axial/equatorial populations in ?-hetero-substituted cyclohexanone Oximes andO-methyl oximes

  摘要：

  Axial equatorial populations were determined for (E)-2-X-cyclohexanone oximes and O-methyl oxime ethers in chloroform by the Eliel method [X = F, Cl, Br, OCH3, N(CH3)(2), SCH3]. A novel approach is presented, which uses H-1 NMR data from the protons bonded to C-6. The conformational proportions were also obtained from the C-4 chemical shifts, the Z-isomer spectral parameters being taken as reference for calculation. For both series, all substituents adopt preferentially the axial conformation (86-96%), but the O-methyl oxime ethers present an enhanced axial population compared with the corresponding oximes, owing to the accepted occurrence of a pi(C=NOH)/sigma(CX)* stabilizing interaction. Copyright (C) 2000 John Wiley & Sons, Ltd.

  DOI：

  10.1002/1097-458x(200008)38:8<627::aid-mrc680>3.0.co;2-m

文献信息

• Axial/equatorial populations in ?-hetero-substituted cyclohexanone Oximes andO-methyl oximes
  作者：Douglas S. Ribeiro、Paulo R. Olivato、Roberto Rittner

  DOI：10.1002/1097-458x(200008)38:8<627::aid-mrc680>3.0.co;2-m

  日期：2000.8

  Axial equatorial populations were determined for (E)-2-X-cyclohexanone oximes and O-methyl oxime ethers in chloroform by the Eliel method [X = F, Cl, Br, OCH3, N(CH3)(2), SCH3]. A novel approach is presented, which uses H-1 NMR data from the protons bonded to C-6. The conformational proportions were also obtained from the C-4 chemical shifts, the Z-isomer spectral parameters being taken as reference for calculation. For both series, all substituents adopt preferentially the axial conformation (86-96%), but the O-methyl oxime ethers present an enhanced axial population compared with the corresponding oximes, owing to the accepted occurrence of a pi(C=NOH)/sigma(CX)* stabilizing interaction. Copyright (C) 2000 John Wiley & Sons, Ltd.

表征谱图