(E)-3-Methyl-4-methylamino-but-3-en-2-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-3-Methyl-4-methylamino-but-3-en-2-one
• 英文别名: (E)-3-methyl-4-(methylamino)but-3-en-2-one
• 化学式: C₆H₁₁NO
• 分子量: 113.159
• InChiKey: SISDVTKLAALOJE-SNAWJCMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  sodium 2-methyl-3-oxobut-1-en-1-olate 、 甲胺 生成 2-甲基苯基2-(氨基甲氧基)-5-氯苯酸酯 、 (E)-3-Methyl-4-methylamino-but-3-en-2-one
  参考文献：
  名称：

  NMR of enaminones. Part 8—1H, 13C and 17O NMR spectra of primary and secondary 1,2‐disubstituted enaminones: configuration, conformation and intramolecular hdydrogen bonding

  摘要：

  The H-1,C-13 and O-17 NMR spectra for four series of C-2-substituted enaminones are reported: MeCO(Me)C=CHNHR (1), EtCO(Me)=CHNHR (2), PhCO(Me)C=CHNHR (3) and MeCO(Me)C=CHNHR (4). The H-1, C-13 and O-17 NMR data for these enaminones show that 1 and 2 exist as mixtures of E- and Z-forms, 3 exists mainly in the E-form and 4 is in the Z-form. The E- and Z-forms exist in the E-s-E-s-E and Z-s-Z-s-E conformations, respectively. The O-17 shift values of the carbonyl groups in the four series of enaminones show that the influence of N substituents is essentially identical and is additive. The shielding of the carbonyl O atom by intramolecular hydrogen bonding (Delta delta(HB)), ca. - 30 ppm, is dependent on the donor ability of the amino groups and the type of C-l and C-2 substituents. Correlations of the H-1, C-13 and O-17 NMR data between the E- and Z-forms of enaminones are excellent. (C) 1998 John Wiley & Sons, Ltd.

  DOI：

  10.1002/(sici)1097-458x(199808)36:8<565::aid-omr338>3.3.co;2-8

文献信息

• US7429609B2
  申请人：——

  公开号：US7429609B2

  公开（公告）日：2008-09-30
• NMR of enaminones. Part 8—1H, 13C and 17O NMR spectra of primary and secondary 1,2‐disubstituted enaminones: configuration, conformation and intramolecular hdydrogen bonding
  作者：Jin‐Cong Zhuo

  DOI：10.1002/(sici)1097-458x(199808)36:8<565::aid-omr338>3.3.co;2-8

  日期：1998.8

  The H-1,C-13 and O-17 NMR spectra for four series of C-2-substituted enaminones are reported: MeCO(Me)C=CHNHR (1), EtCO(Me)=CHNHR (2), PhCO(Me)C=CHNHR (3) and MeCO(Me)C=CHNHR (4). The H-1, C-13 and O-17 NMR data for these enaminones show that 1 and 2 exist as mixtures of E- and Z-forms, 3 exists mainly in the E-form and 4 is in the Z-form. The E- and Z-forms exist in the E-s-E-s-E and Z-s-Z-s-E conformations, respectively. The O-17 shift values of the carbonyl groups in the four series of enaminones show that the influence of N substituents is essentially identical and is additive. The shielding of the carbonyl O atom by intramolecular hydrogen bonding (Delta delta(HB)), ca. - 30 ppm, is dependent on the donor ability of the amino groups and the type of C-l and C-2 substituents. Correlations of the H-1, C-13 and O-17 NMR data between the E- and Z-forms of enaminones are excellent. (C) 1998 John Wiley & Sons, Ltd.