N-(2,4-Dinitrophenyl)isochinolinum | 127598-29-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: N-(2,4-Dinitrophenyl)isochinolinum
• 英文别名: N-<2,4-Dinitro-phenyl>-isochinolinium；2-(2,4-dinitro-phenyl)-isoquinolinium；2-(2,4-Bis(hydroxy(oxido)amino)phenyl)-2lambda(5)-isoquinoline；2-(2,4-dinitrophenyl)isoquinolin-2-ium
• CAS: 127598-29-2
• 化学式: C₁₅H₁₀N₃O₄
• 分子量: 296.262
• InChiKey: VOBRDRJWLHTGSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  95.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2,4-Dinitrophenyl)isochinolinum 在 2,6-二甲基吡啶 、 盐酸 、 4-二甲氨基吡啶 、 双氧水 、 氢气 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 、 乙腈 为溶剂， 生成 2-chloro-malonic acid 2-[2,2-bis-(4-methoxy-phenyl)-2H-benzo[h]chromen-5-yl]-ethyl ester ethyl ester
  参考文献：
  名称：

  Photochromic Naphthopyrans Containing a Latent Carbene Unit

  摘要：

  3-(Hydroxyalkyl)-1-naphthols 12 have been accessed in two steps from an isoquinolinium salt. The naphthopyrans 15, derived from 12, were readily diazoacylated with ethyl diazomalonyl chloride. The carbenoid generated from 16 failed to undergo any cycloaddition and was instead intercepted by water to afford 18.

  DOI：

  10.1080/15421400590946767

文献信息

• Cycloaddition of isoquinolinium salts: homochiral tetralins via dienophiles bearing chiral auxiliaries
  作者：Anusuya Choudhury、Richard W. Franck、Ram B. Gupta

  DOI：10.1016/s0040-4039(01)80543-8

  日期：1989.1

  Inverse electron demand cycloaddition of isoquinolinium salts to dienophiles bearing chiral auxiliaries to produce homochiral tetralins are described. The optical purity of the product ranges from 5% to 95+% depending on the nature of the chiral auxiliary.

  描述了异喹啉鎓盐向带有手性助剂的亲二烯体的反电子需求环加成以产生同手性四氢萘。产物的光学纯度取决于手性助剂的性质，为5％至95 +％。
• GUPTA, RAM B.;FRANCK, RICHARD W.;ONAN, KAY D.;SOLL, CLIFFORD E., J. ORG. CHEM., 54,(1989) N, C. 1097-1101
  作者：GUPTA, RAM B.、FRANCK, RICHARD W.、ONAN, KAY D.、SOLL, CLIFFORD E.

  DOI：——

  日期：——
• Photochromic Naphthopyrans Containing a Latent Carbene Unit
  作者：Christopher D. Gabbutt、B. Mark Heron、David A. Thomas、Steven M. Partington、Mark E. Light、Michael B. Hursthouse

  DOI：10.1080/15421400590946767

  日期：2005.6.1

  3-(Hydroxyalkyl)-1-naphthols 12 have been accessed in two steps from an isoquinolinium salt. The naphthopyrans 15, derived from 12, were readily diazoacylated with ethyl diazomalonyl chloride. The carbenoid generated from 16 failed to undergo any cycloaddition and was instead intercepted by water to afford 18.