4-甲基-5-(甲基氨基)-4-戊烯-3-酮 | 59951-58-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-甲基-5-(甲基氨基)-4-戊烯-3-酮
• 英文名称: 4-Methyl-5-(methylamino)-4-penten-3-on
• 英文别名: 4-methyl-5-methylamino-4-penten-3-one；trans,s-trans-1-Methylamino-2-methyl-1-penten-3-on；1-Methylamino-2-methyl-1-penten-3-on；(E)-2-methyl-1-(methylamino)pent-1-en-3-one
• CAS: 59951-58-5
• 化学式: C₇H₁₃NO
• 分子量: 127.186
• InChiKey: YWMFXNSDGHVSGL-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-甲基-5-(甲基氨基)-4-戊烯-3-酮 、 对苯醌 以 甲苯 为溶剂， 反应 2.0h， 以16%的产率得到3-Methyl-2-(methylpropionylamino)benzofuran-5-ol
  参考文献：
  名称：

  Kucklaender, Uwe; Kuna, Krystina, Chemische Berichte, 1987, vol. 120, p. 1601 - 1602

  摘要：

  DOI：
• 作为产物：
  描述：

  盐酸甲胺 、 sodium (1E)-1-hydroxy-2-methylpent-1-en-3-one 以 甲醇 为溶剂， 生成 4-甲基-5-(甲基氨基)-4-戊烯-3-酮
  参考文献：
  名称：

  Electronic spectra of .alpha.,.beta.-unsaturated carbonyl compounds. I. An evaluation of increments characteristic of changes in configuration (cis/trans) and conformation (s-cis/s-trans) based on direct observation of the isomerization of enamino aldehydes and ketones

  摘要：

  DOI：

  10.1021/ja00426a026

文献信息

• Regioselective reactions of enaminones with enones—II
  作者：Lech Kozerski、E. Czerwinska、T. Pobiedzinska

  DOI：10.1016/0040-4020(82)80202-0

  日期：1982.1

  Intramolecular dynamic behaviour helps in predicting the regioselectivity of reactions in ambident molecules. Thus the enaminones (1) react on the C-2 carbon atom with benzoquinone. Reaction proceeds with an intramolecular acyl shift following formation of the initial reaction complex upon reaction at position C-2 of the enaminone and the quinone. Under certain conditions the reaction is regiospecific

  分子内动态行为有助于预测环境分子中反应的区域选择性。因此，烯胺酮（1）在C-2碳原子上与苯醌反应。在烯胺酮和醌的C-2位反应形成初始反应复合物后，反应以分子内酰基转移进行。在某些条件下，反应是区域特异性的，并且是立体定向的。
• 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.
• KOZERSKI, L.;URBANCZYK-LIPKOWSKA, Z., BULL. POL. ACAD. SCI.: CHEM., 1984, 32, N 3-6, 159-168
  作者：KOZERSKI, L.、URBANCZYK-LIPKOWSKA, Z.

  DOI：——

  日期：——
• KUCKLANDER, UWE;KUNA, KRYSTINA, CHEM. BER., 120,(1987) N 9, 1601-1602
  作者：KUCKLANDER, UWE、KUNA, KRYSTINA

  DOI：——

  日期：——
• Electronic spectra of .alpha.,.beta.-unsaturated carbonyl compounds. I. An evaluation of increments characteristic of changes in configuration (cis/trans) and conformation (s-cis/s-trans) based on direct observation of the isomerization of enamino aldehydes and ketones
  作者：Janusz Dabrowski、Krystyna Kamienska-Trela

  DOI：10.1021/ja00426a026

  日期：1976.5