3,7-Dinitrodibenzoselenophene | 109041-23-8

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 3,7-Dinitrodibenzoselenophene
• 英文别名: 3,7-Dinitro-dibenzoselenophen
• CAS: 109041-23-8
• 化学式: C₁₂H₆N₂O₄Se
• 分子量: 321.151
• InChiKey: ZRJWLAFRCOBZQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.87
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,7-Dinitrodibenzoselenophene 在 盐酸 、 溶剂黄146 、 tin(ll) chloride 作用下， 生成 3,7-diamino-dibenzoselenophene
  参考文献：
  名称：

  Magelli; Passerini, Bollettino delle Sedute della Accademia Gioenia di Scienze Naturali in Catania, 1956, vol. <4> 3, p. 185,188

  摘要：

  DOI：
• 作为产物：
  描述：

  2,2'-diiodo-4,4'-dinitrobiphenyl 在 sodium selenide 、 selenium 、 copper(l) iodide 作用下， 以 various solvent(s) 为溶剂， 以33%的产率得到3,7-Dinitrodibenzoselenophene
  参考文献：
  名称：

  A Convenient Synthesis of Functionalized Dibenzotellurophenes and Related Compounds via the Intramolecular Telluro Coupling Reaction. The Positive Effect of Heavy Chalcogen Atoms on the Molecular Hyperpolarizability of a Captodative Conjugation System

  摘要：

  Nitro-containing dibenzotellurophenes and related compounds, which are otherwise laborious to obtain, were prepared by the reaction of 2,2'-diiodobiphenyl derivatives with an in situ prepared tellurium-copper slurry. Partial reduction of 3,7-dinitrodibenzotellurophene using hydrazine hydrate/palladium on charcoal led to 3-amino-7-nitrodibenzotellurophene, which was found to exhibit a relatively large third-order molecular hyperpolarizability gamma (1.4 x 10(-31) esu) in the measurement of degenerated four-wave mixing (DFWM) as compared with 4-amino-4'-nitrobiphenyl and other previously reported compounds, confirming the positive effect of tellurium atom on the nonlinear optical property of a captodative conjugation system.

  DOI：

  10.1021/jo00121a053

文献信息

• Magelli; Passerini, 1956, vol. <4> 3, p. 185,190
  作者：Magelli、Passerini

  DOI：——

  日期：——
• A Convenient Synthesis of Functionalized Dibenzotellurophenes and Related Compounds via the Intramolecular Telluro Coupling Reaction. The Positive Effect of Heavy Chalcogen Atoms on the Molecular Hyperpolarizability of a Captodative Conjugation System
  作者：Hitomi Suzuki、Tohru Nakamura、Tohru Sakaguchi、Kohji Ohta

  DOI：10.1021/jo00121a053

  日期：1995.8

  Nitro-containing dibenzotellurophenes and related compounds, which are otherwise laborious to obtain, were prepared by the reaction of 2,2'-diiodobiphenyl derivatives with an in situ prepared tellurium-copper slurry. Partial reduction of 3,7-dinitrodibenzotellurophene using hydrazine hydrate/palladium on charcoal led to 3-amino-7-nitrodibenzotellurophene, which was found to exhibit a relatively large third-order molecular hyperpolarizability gamma (1.4 x 10(-31) esu) in the measurement of degenerated four-wave mixing (DFWM) as compared with 4-amino-4'-nitrobiphenyl and other previously reported compounds, confirming the positive effect of tellurium atom on the nonlinear optical property of a captodative conjugation system.
• Magelli; Passerini, Bollettino delle Sedute della Accademia Gioenia di Scienze Naturali in Catania, 1956, vol. <4> 3, p. 185,188
  作者：Magelli、Passerini

  DOI：——

  日期：——