2-丙炔酸,3-(1-吡咯烷基)-,甲基酯 | 136758-22-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 中文名称: 2-丙炔酸,3-(1-吡咯烷基)-,甲基酯
• 英文名称: 3-(Pyrrolidin-1-yl)propinsaeure-methylester
• 英文别名: methyl 3-(pyrrolidin-1-yl)prop-2-ynoate；2-Propynoic acid, 3-(1-pyrrolidinyl)-, methyl ester；methyl 3-pyrrolidin-1-ylprop-2-ynoate
• CAS: 136758-22-0
• 化学式: C₈H₁₁NO₂
• 分子量: 153.181
• InChiKey: WLXTVNYXSBQGSC-UHFFFAOYSA-N

物化性质

• 沸点：
  214.7±23.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (Z)-2-(3-nitrobenzylidene)-1H-indene-1,3(2H)-dione 、 2-丙炔酸,3-(1-吡咯烷基)-,甲基酯 以 四氢呋喃 为溶剂， 以43%的产率得到methyl 4-(3-nitrophenyl)-5-oxo-2-pyrrolidin-1-yl-4H-indeno[1,2-b]pyran-3-carboxylate
  参考文献：
  名称：

  A convenient route to polyfunctionalised indeno[ 1,2 - b ]pyran derivatives

  摘要：

  2-Arylidene-1,3-indanediones undergo facile formal hetero-Diels-Alder cycloadditions with ynamines bearing electron-withdrawing groups yielding polyfunctionalised indeno[1,2-b]pyrans.

  DOI：

  10.1016/0040-4039(91)80626-h
• 作为产物：
  描述：

  3-吡咯烷-1-丙烯酸甲酯 生成 2-丙炔酸,3-(1-吡咯烷基)-,甲基酯
  参考文献：
  名称：

  A convenient route to polyfunctionalised indeno[ 1,2 - b ]pyran derivatives

  摘要：

  2-Arylidene-1,3-indanediones undergo facile formal hetero-Diels-Alder cycloadditions with ynamines bearing electron-withdrawing groups yielding polyfunctionalised indeno[1,2-b]pyrans.

  DOI：

  10.1016/0040-4039(91)80626-h

文献信息

• Steric control of chemoselectivity in the reaction of ynamine esters with heterodienes
  作者：Colin P. Dell

  DOI：10.1016/s0040-4039(00)92346-3

  日期：1992.1

  Ynamine esters undergo regioselective formal hetero-Diels-Alder reactions with α,β-unsaturated-1,3-dicarbonyl compounds yielding functionalised pyrans. The chemoselectivity of the reaction appears to be governed by steric factors.

  亚胺酯与α，β-不饱和-1,3-二羰基化合物发生区域选择性的形式化-Diels-Alder反应，生成官能化的吡喃。反应的化学选择性似乎受空间因素控制。
• 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.
• Bloxham, Jason; Dell, Colin P., Journal of the Chemical Society. Perkin transactions I, 1993, # 24, p. 3055 - 3060
  作者：Bloxham, Jason、Dell, Colin P.

  DOI：——

  日期：——