2,7-dinitrophenanthrene | 5047-01-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 2,7-dinitrophenanthrene
• CAS: 5047-01-8
• 化学式: C₁₄H₈N₂O₄
• 分子量: 268.229
• InChiKey: UVKYUZYYRLXWTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 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

安全信息

• 海关编码：
  2904209090

反应信息

• 作为反应物：
  描述：

  2,7-dinitrophenanthrene 在 盐酸 、 水 、 tin(ll) chloride 作用下， 以 溶剂黄146 为溶剂， 反应 0.05h， 以72%的产率得到菲-2,7-二胺
  参考文献：
  名称：

  Effects of Additional Linkers in Biphenyl-4,4‘-dinitrene on the Low-Lying Singlet−Triplet Energy Gap and Zero-Field Splitting

  摘要：

  Perturbation effects of additional linkers on the spin-spin coupling in biphenyl-4,4'-dinitrene (1) were examined by introducing a linking group between 2- and 2'-positions of 1. Five different doubly linked systems showed triplet ESR spectra corresponding to quinonoid dinitrenes. Curie law analyses suggested that all those tripler states were thermally excited triplet states. In addition, the singlet-tripler energy gaps, which were determined by the Curie law analyses, were well, correlated with their corresponding zero-field-splitting (zfs) D values. The result could be explained by the stability of dinitrene character which is estimated from the resonance energy of the intervening pi-system. Our semiempirical molecular orbital calculations supported the experimental correlation between the singlet-triplet energy gap and the zfs D value.

  DOI：

  10.1021/jp9629710
• 作为产物：
  描述：

  二苯基-2,2-二甲醛 在 硫酸 、 一水合肼 、 potassium nitrate 作用下， 以 溶剂黄146 为溶剂， 反应 2.0h， 生成 2,7-dinitrophenanthrene
  参考文献：
  名称：

  Bochenkov,V.N., Journal of Organic Chemistry USSR (English Translation), 1976, vol. 12, p. 2355 - 2357

  摘要：

  DOI：

文献信息

• Ring-Closing Olefin Metathesis of 2,2‘-Divinylbiphenyls:  A Novel and General Approach to Phenanthrenes
  作者：Anna Iuliano、Paolo Piccioli、Davide Fabbri

  DOI：10.1021/ol048668w

  日期：2004.10.1

  [reaction: see text] The ring-closing olefin metathesis (RCM) of 2,2'-divinylbiphenyls, using a second-generation RCM ruthenium-based catalyst, leads to differently substituted phenanthrenes in quantitative yield under very mild reaction conditions, independent of both nature and position of the groups present on the biphenyl moiety.

  [反应：参见正文]使用第二代RCM钌基催化剂，在2,2'-二乙烯基联苯的闭环烯烃复分解（RCM）中，在非常温和的反应条件下，定量收率得到了不同取代的菲，与存在于联苯部分上的基团的性质和位置。
• Bestmann,H.J. et al., Chemische Berichte, 1966, vol. 99, p. 28 - 34
  作者：Bestmann,H.J. et al.

  DOI：——

  日期：——
• Effects of Additional Linkers in Biphenyl-4,4‘-dinitrene on the Low-Lying Singlet−Triplet Energy Gap and Zero-Field Splitting
  作者：Shigeaki Nimura、Osamu Kikuchi、Tsuguyori Ohana、Akira Yabe、Shigeo Kondo、Masahiro Kaise

  DOI：10.1021/jp9629710

  日期：1997.3.1

  Perturbation effects of additional linkers on the spin-spin coupling in biphenyl-4,4'-dinitrene (1) were examined by introducing a linking group between 2- and 2'-positions of 1. Five different doubly linked systems showed triplet ESR spectra corresponding to quinonoid dinitrenes. Curie law analyses suggested that all those tripler states were thermally excited triplet states. In addition, the singlet-tripler energy gaps, which were determined by the Curie law analyses, were well, correlated with their corresponding zero-field-splitting (zfs) D values. The result could be explained by the stability of dinitrene character which is estimated from the resonance energy of the intervening pi-system. Our semiempirical molecular orbital calculations supported the experimental correlation between the singlet-triplet energy gap and the zfs D value.
• Bochenkov,V.N., Journal of Organic Chemistry USSR (English Translation), 1976, vol. 12, p. 2355 - 2357
  作者：Bochenkov,V.N.

  DOI：——

  日期：——