(Z)-3-(2,6-Diisopropyl-phenylcarbamoyl)-acrylic acid | 86162-58-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z)-3-(2,6-Diisopropyl-phenylcarbamoyl)-acrylic acid
• 英文别名: (Z)-4-[2,6-di(propan-2-yl)anilino]-4-oxobut-2-enoic acid
• CAS: 86162-58-5
• 化学式: C₁₆H₂₁NO₃
• 分子量: 275.348
• InChiKey: SUNFYLKCWYHKGX-HJWRWDBZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (Z)-3-(2,6-Diisopropyl-phenylcarbamoyl)-acrylic acid 在 硫酸 、 溶剂黄146 作用下， 反应 0.75h， 生成 N-(2,6-diisopropylphenyl)maleimide
  参考文献：
  名称：

  DABCO催化的偶氮甲亚胺与N-芳基马来酰亚胺的[3 + 2]环加成反应：易于接近二氮稠合的杂环

  摘要：

  已经开发了DABCO与马来酰亚胺偶氮甲亚胺的[3 + 2]环加成反应。该方法可以以高水平的区域选择性和良好的收率有效地提供二氮稠合的四环杂环。

  DOI：

  10.1016/j.tetlet.2015.11.030
• 作为产物：
  描述：

  马来酸酐 、 2,6-二异丙基苯胺 在 溶剂黄146 作用下， 反应 0.17h， 生成 (Z)-3-(2,6-Diisopropyl-phenylcarbamoyl)-acrylic acid
  参考文献：
  名称：

  DABCO催化的偶氮甲亚胺与N-芳基马来酰亚胺的[3 + 2]环加成反应：易于接近二氮稠合的杂环

  摘要：

  已经开发了DABCO与马来酰亚胺偶氮甲亚胺的[3 + 2]环加成反应。该方法可以以高水平的区域选择性和良好的收率有效地提供二氮稠合的四环杂环。

  DOI：

  10.1016/j.tetlet.2015.11.030

文献信息

• Ortho substituent effects in amide hydrolysis of maleanilic acid derivatives. Stabilization of positive charge developed in the transition state
  作者：Junghun Suh、Mahn Joo Kim、Chong Bok Kim

  DOI：10.1021/jo00163a002

  日期：1983.7
• ——
  作者：Christopher W. Miller、Charles E. Hoyle、Edward J. Valente、Jeffrey D. Zubkowski、E. Sonny Jönsson

  DOI：10.1023/a:1011345925270

  日期：——

  Nine phenyl substituted N-phenylmaleimide monomers for photopolymerization studies have been characterized by x-ray crystallography. Structures for N-(2 ' -t-butylphenyl)maleimide (1), P2(1)/n, a = 10. 197(3) Angstrom, b = 11.904(4) Angstrom, c = 10.496(5) Angstrom, beta = 100.61(3)degrees; N-(2 ' -trifluoromethylphenyl)maleimide (2), P2(1)/c, a = 11.763(8) Angstrom, b = 10.699(9) Angstrom, c = 8.284(5) Angstrom, beta = 90.02(5)degrees; N-(2 ' ,6 ' -diisopropylphenyl)maleimide hemibenzene solvate (3), Pc, a = 16.747(6) Angstrom, b = 8.552(3) Angstrom, c = 12.899(4) Angstrom, beta = 105.08(3)degrees; N-(2 ' ,6 ' -diisopropylphenyl) maleimide (unsolvated) (4), C2/c, a = 28146(10) Angstrom, b = 8.434(4) Angstrom, c = 12.881(4) Angstrom, 92.20(4)degrees; N-(2 ' -bromo-3 ' ,5 ' -bis(trifluoromethyl)phenyl) maleimide (5), P2(1)/n, a 8.7115(16) Angstrom, b = 16.125(3) Angstrom, c = 9.6707(19) Angstrom, beta = 99.757(15)degrees; N-(2 ' -phenylphenyl)maleimide (6), P21/n, a = 8.519(4) Angstrom, b = 13,742(5) Angstrom, c = 11.147(4) Angstrom, beta = 92.25(3)degrees; N-(4 ' -methoxyphenyl)maleimide (7), P2(1)/n, a = 9.320(3) Angstrom, b = 6.621(2) Angstrom, c 16.059(6) Angstrom, beta = 99.58(3)degrees; N-(2 ' -trifluoromethylphenyl)-2-methylmaleimide (8), Fdd2, a = 43.362(12)Angstrom, b = 8.202(2)Angstrom, c = 12.720(4) Angstrom; and N-(2 ' -trifluoromethylphenyl)-2-methanosuccinimide (9), Cc, a = 7.708(2) Angstrom, b = 22.191(9) Angstrom, c = 7.137(2) Angstrom, beta = 115.76(2)degrees are described. Molecules with bulky T-substituents show larger rotations between the mean phenyl and maleimide ring planes, and varying degrees of distortion to the imide group.
• DABCO-catalyzed [3+2] cycloaddition reactions of azomethine imines with N -aryl maleimides: facile access to dinitrogen-fused heterocycles
  作者：Qianfa Jia、Lei Chen、Gongming Yang、Jian Wang、Jia Wei、Zhiyun Du

  DOI：10.1016/j.tetlet.2015.11.030

  日期：2015.12

  DABCO-catalyzed [3+2] cycloaddition of azomethine imines with maleimides has been developed. This method could efficiently furnish dinitrogen-fused tetracyclic heterocycles in high levels of regioselectivity and with good yields.

  已经开发了DABCO与马来酰亚胺偶氮甲亚胺的[3 + 2]环加成反应。该方法可以以高水平的区域选择性和良好的收率有效地提供二氮稠合的四环杂环。