1,1,2-Trichloro-2-morpholinoethen | 60506-50-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 1,1,2-Trichloro-2-morpholinoethen
• 英文别名: N-trichlorovinyl morpholine；N-(Trichlorvinyl)morpholin；4-trichlorovinyl-morpholine；N-Morpholino-trichlorvinylamin；4-(1,2,2-Trichloroethenyl)morpholine
• CAS: 60506-50-5
• 化学式: C₆H₈Cl₃NO
• 分子量: 216.495
• InChiKey: ZMIFUBGPWJQVMU-UHFFFAOYSA-N

物化性质

• 沸点：
  73 °C(Press: 0.3 Torr)
• 密度：
  1.442±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1,2-Trichloro-2-morpholinoethen 在 正丁基锂 、 正己烷 作用下， 反应 11.5h， 生成 7-Morpholino-1,1-diphenyl-2,4,6-heptatriin-1-ol
  参考文献：
  名称：

  Faul ,Dieter; Himbert ,Gerhard, Liebigs Annalen der Chemie, 1986, # 8, p. 1466 - 1473

  摘要：

  DOI：
• 作为产物：
  描述：

  2,2,2-三氯-1-吗啉-1-乙酮 、 三苯基膦 以 邻二甲苯 为溶剂， 反应 1.5h， 以80%的产率得到1,1,2-Trichloro-2-morpholinoethen
  参考文献：
  名称：

  A Direct Method for the Conversion of Terminal Epoxides into γ-Butanolides

  摘要：

  A new and efficient process for the conversion of terminal epoxides to gamma-butanolides is described involving Lewis acid promoted epoxide ring-opening by 1-morpholino-2-trimethylsilyl acetylene. Addition of a terminal epoxide to a solution of the ynamine and boron trifluoride diethyl etherate in dichloromethane at 0 degrees C rapidly affords a cyclic keteneaminal that can be hydrolyzed and protodesilylated under mild conditions to provide the corresponding gamma-butanolide in high yield. The net transformation is equivalent to an acetate enolate opening of terminal epoxides. The formation of a cyclic keteneaminal as the direct addition product was observed by monitoring of the reaction by IR and NMR spectroscopy. Functionalized gamma-lactones were prepared by the interception of the reactive cyclic keteneaminal prior to hydrolysis. Reactions with enantiomerically enriched terminal epoxides provide the corresponding gamma-butanolides without loss of optical activity. The compatibility of the present methodology with a wide range of functional groups is noteworthy.

  DOI：

  10.1021/ja025604c

文献信息

• Synthese von ?Push-Pull?- Eninen
  作者：Daniel Berger、Andreas Bartlome、Markus Neuenschwander

  DOI：10.1002/hlca.19960790118

  日期：1996.2.7

  Synthesis of ‘Push-Pull’ Enynes

  推挽式烯炔的合成
• Synthese von gestapelten `Push-Pull'-Acetylenen
  作者：Daniel Berger、Patrick Wilhelm、Markus Neuenschwander

  DOI：10.1002/(sici)1522-2675(19990310)82:3<326::aid-hlca326>3.0.co;2-l

  日期：1999.3.10

  In view of possible solid-state polymerizations of crystalline stacked 'push-pull'-acetylenes 1. a series of compounds 1 has been synthesized (Scheme 3), and the results of,X-ray analyses of 'push-pull'-acetylenes Id,e,f are discussed. Of these three compounds, methyl 2-morpholinoacetylene carboxylate (Id) is by far the best candidate giving crystals with nicely stacked molecules (Fig. 3). Even in this case, however, stacking parameters d= 4,12 Angstrom and alpha = 31,6 degrees are too large for allowing solid-state polymerizations.
• Kosack, Steffen; Himbert, Gerhard, Chemische Berichte, 1988, vol. 121, p. 833 - 842
  作者：Kosack, Steffen、Himbert, Gerhard

  DOI：——

  日期：——
• FEUSTEL, M.;HIMBERT, G., LIEBIGS ANN. CHEM., 1982, N 1, 196-199
  作者：FEUSTEL, M.、HIMBERT, G.

  DOI：——

  日期：——
• HIMBERT, G.;GIESA, R., LIEBIGS ANN. CHEM., 1986, N 2, 292-298
  作者：HIMBERT, G.、GIESA, R.

  DOI：——

  日期：——