(Z)-acetanilide-15N,13C(CO) | 1449-76-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z)-acetanilide-15N,13C(CO)
• 英文别名: (13C(CO)-15N)-Acetanilide；(13C, 15N)-acetanilide；N-phenyl-[1-¹³C,¹⁵N]acetamide；(1-<13C>-Acet)-<15N>-Anilid
• CAS: 1449-76-9
• 化学式: C₈H₉NO
• 分子量: 137.148
• InChiKey: FZERHIULMFGESH-VEJAREIZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.64
• 重原子数：
  10.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  乙酰氯-1-13C 、 苯胺-15N 在 sodium carbonate 作用下， 以 氯仿 为溶剂， 反应 1.0h， 生成 (Z)-acetanilide-15N,13C(CO)
  参考文献：
  名称：

  乙酰苯胺和N-甲基乙酰苯胺酰胺片段的羰基碳和氮化学位移张量

  摘要：

  碳 13 和氮 15 固态 NMR 光谱均已用于表征 (Z)-乙酰苯胺 (I) 和 (E)-N-甲基乙酰苯胺的酰胺片段的羰基碳和氮化学位移 (CS) 张量（二）。如先前的 X 射线衍射研究所示，这两种相关化合物在固态下表现出非常不同的结构特征。碳和氮 CS 张量的主轴系统 (PAS) 的方向已使用偶极化学位移 NMR 光谱结合 IGLO 化学屏蔽计算确定。对于 I 和 II，发现碳 CS 张量非常相似

  DOI：

  10.1021/ja00083a028

文献信息

• Structure Elucidation of Amide Bonds with Dipolar Chemical Shift NMR Spectroscopy
  作者：G. Buntkowsky、I. Sack、H. H. Limbach、B. Kling、J. Fuhrhop

  DOI：10.1021/jp971904i

  日期：1997.12.1

  The structure of the amide bonds of gluconamide has been elucidated and compared to acetanilide by the combined application of C-13 and N-15 double-and triple-resonance solid-state NMR spectroscopy. The length of the amide bond has been determined from the dipolar spectrum using a SEDOR type experiment, and the orientation of the principal axis systems of both the C-13 and N-15 chemical shift tensors have been determined by employing dipolar chemical shift NMR spectroscopy in conjunction with CSA spectroscopy. The groups exhibit for amide bonds typical approximately 120 degrees bond angles between -CO, -CN, -CR, and -NC, -NH, -NR. Comparing the structure of the gluconamide with the corresponding structure of the acetanilide, two major differences are visible: the orientations of the CSA tensors in the amide plane with respect to the CN-bond direction are different (12 degrees for the C-13 tensor and 10 degrees for the N-15 tensor), and the directions of least shielding and intermediate shielding are interchanged in the gluconamide as compared to the acetanilide. Since the chemical shielding tensors of the N-15 are strongly influenced by hydrogen bonding, these different orientations are an indication of the different hydrogen bond structure of the gluconamide as compared to the acetanilide.