3-二甲氨基-5-己烯-2-酮 | 60416-73-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-二甲氨基-5-己烯-2-酮
• 英文名称: 3-dimethylamino-5-hexen-2-one
• 英文别名: 3-(Dimethylamino)hex-5-en-2-one
• CAS: 60416-73-1
• 化学式: C₈H₁₅NO
• 分子量: 141.213
• InChiKey: PEQMUSGELDLASJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-二甲氨基-5-己烯-2-酮 、 nonylmagnesium bromide 以70%的产率得到
  参考文献：
  名称：

  VOSKANYAN, V. S.;KOCHARYAN, S. T.;BABAYAN, A. T., ARM. XIM. ZH., 1984, 37, N 9, 596-599

  摘要：

  DOI：
• 作为产物：
  描述：

  (Z)-1-偶氮基丙-1-烯-2-醇 、 二甲基烯丙基胺 在 二(三苯基膦)环戊二烯基氯化钌(II) 作用下， 以 氯仿 为溶剂， 反应 0.25h， 以92%的产率得到3-二甲氨基-5-己烯-2-酮
  参考文献：
  名称：

  Generation and Rearrangements of Ylides from Tertiary Amines and α-Diazo Ketones − Very High Catalytic Activity of [RuCl(η5-C5H5)(PPh3)2]

  摘要：

  The reaction of N,N-dimethyl-2-propen-1-amine, N,N-dimethylbenzylamine and N,N-dimethyl-2-propyn-1-amine with the alpha -diazo ketones N2CHCOR [R = Me (2a), Et (2b), nPr (2c), iPr (2d), (CH2)(10)Me (2e), (CH2)(14)Me (2f) or Ph (2g)] in a 1:1 molar ratio, catalysed by the complex [RuCl(eta (5)-C5H5)(PPh3)(2)] (1) (1% mel), have been investigated. Noticeably, the corresponding alpha -amino ketones 3a-g, 4a-g and 5a-g are readily and quantitatively formed by rearrangement of transient nitrogen ylides. Compounds 3-5, most of which have not yet been reported, have been isolated and fully characterised by IR, H-1 and C-13 NMR spectroscopy and GC-MS. It has been proved that complex 1 is an excellent and specific catalyst for the generation of nitrogen ylides from diazo carbonyls.

  DOI：

  10.1002/1099-0690(200011)2000:22<3731::aid-ejoc3731>3.0.co;2-9

文献信息

• Generation and Rearrangements of Ylides from Tertiary Amines and α-Diazo Ketones − Very High Catalytic Activity of [RuCl(η5-C5H5)(PPh3)2]
  作者：Alessandro Del Zotto、Walter Baratta、Francesca Miani、Giancarlo Verardo、Pierluigi Rigo

  DOI：10.1002/1099-0690(200011)2000:22<3731::aid-ejoc3731>3.0.co;2-9

  日期：2000.11

  The reaction of N,N-dimethyl-2-propen-1-amine, N,N-dimethylbenzylamine and N,N-dimethyl-2-propyn-1-amine with the alpha -diazo ketones N2CHCOR [R = Me (2a), Et (2b), nPr (2c), iPr (2d), (CH2)(10)Me (2e), (CH2)(14)Me (2f) or Ph (2g)] in a 1:1 molar ratio, catalysed by the complex [RuCl(eta (5)-C5H5)(PPh3)(2)] (1) (1% mel), have been investigated. Noticeably, the corresponding alpha -amino ketones 3a-g, 4a-g and 5a-g are readily and quantitatively formed by rearrangement of transient nitrogen ylides. Compounds 3-5, most of which have not yet been reported, have been isolated and fully characterised by IR, H-1 and C-13 NMR spectroscopy and GC-MS. It has been proved that complex 1 is an excellent and specific catalyst for the generation of nitrogen ylides from diazo carbonyls.
• VOSKANYAN, V. S.;KOCHARYAN, S. T.;BABAYAN, A. T., ARM. XIM. ZH., 1984, 37, N 9, 596-599
  作者：VOSKANYAN, V. S.、KOCHARYAN, S. T.、BABAYAN, A. T.

  DOI：——

  日期：——