3-硝基菲 | 17024-19-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 中文名称: 3-硝基菲
• 中文别名: 3-硝基菲(100μg/mL 甲苯溶液)；3-硝基菲；3-nitro-phenanthren
• 英文名称: 3-nitro-phenanthrene
• 英文别名: 3-Nitro-phenanthren；3-Nitrophenanthrene
• CAS: 17024-19-0
• 化学式: C₁₄H₉NO₂
• 分子量: 223.231
• InChiKey: CPRHWWUDRYJODK-UHFFFAOYSA-N

物化性质

• 熔点：
  170-171 °C
• 沸点：
  364.52°C (rough estimate)
• 密度：
  1.1814 (rough estimate)
• 保留指数：
  374.7

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  17
• 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：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2904209090

反应信息

• 作为反应物：
  描述：

  3-硝基菲 在 铬酸 、 溶剂黄146 作用下， 生成 3-Nitrophenanthraquinone
  参考文献：
  名称：

  Schmidt,J.; Kaempf, Chemische Berichte, 1902, vol. 35, p. 3121

  摘要：

  DOI：
• 作为产物：
  描述：

  菲 在 五氧化二氮 作用下， 以 氯仿 为溶剂， 生成 3-硝基菲
  参考文献：
  名称：

  468.菲化学。第四部分 菲的加成反应

  摘要：

  DOI：

  10.1039/jr9650002587

文献信息

• Expeditious synthesis of helicenes using an improved protocol of photocyclodehydrogenation of stilbenes
  作者：Harish R. Talele、Anju R. Chaudhary、Parthiv R. Patel、Ashutosh V. Bedekar

  DOI：10.3998/ark.5550190.0012.902

  日期：——

  developed for photodehydrocyclization of stilbenes for the synthesis of phenanthrenes and helicenes. This procedure involves the use of THF as a scavenger of hydriodic acid produced during iodine mediated photodehydrocyclization. The use of THF is advantageous due to its higher boiling point, lower cost and easy availability as compared to propylene oxide. The method is applied to synthesize a number

  已开发出一种用于合成菲和螺旋烯的二苯乙烯光脱氢环化的改进程序。该过程涉及使用 THF 作为碘介导的光脱氢环化过程中产生的氢碘酸的清除剂。由于与环氧丙烷相比，THF的沸点更高、成本更低且易于获得，因此使用THF是有利的。该方法用于合成多种菲和螺旋。
• Synthesis of 9,10-dihydrophenanthrenes including orchinol methyl ether
  作者：BF Bowden、RW Read、E Ritchie、WC Taylor

  DOI：10.1071/ch9750065

  日期：——

  Reduction of 2-phenylindole gave the dihydro derivative which was hydrogenolysed to give bibenzyl-2-amine. The latter was best converted into 9,10-dihydrophenanthrene by decomposition of the derived azosulphone. Several methoxydihydrophenanthrenes, including orchinol methyl ether, were prepared by this route. ��� Conversion of dihydrophenanthrenes into phenanthrenes may be conveniently effected by benzylic bromination followed by dehydrobromination.

  还原 2-苯基吲哚 得到二氢衍生物，氢解后得到 2-氨基联苄。 通过分解衍生出的偶氮砜，后者被最好地转化为 9,10-二氢菲。 后者通过分解衍生出的偶氮砜可转化为 9,10-二氢菲。几种甲氧基二氢菲，包括 通过这种方法制备出了几种甲氧基二氢菲，其中包括兽皮酚甲醚。将二氢菲转化为菲。 将二氢菲转化为菲，可以通过苄基溴化，然后脱氢溴化来实现。 将二氢菲转化为菲的方法可以通过苄基溴化，然后脱氢溴化来实现。
• From β-Nitrothiophenes to Ring-Fused Nitrobenzenes:  An Overall Ring-Enlargement Process via a Facile, Aromatization-Driven, Thermal 6π Electrocyclization¹
  作者：Lara Bianchi、Carlo Dell'Erba、Massimo Maccagno、Giovanni Petrillo、Egon Rizzato、Fernando Sancassan、Elda Severi、Cinzia Tavani

  DOI：10.1021/jo051059x

  日期：2005.10.1

  the 3-unsubstituted derivatives 8, deriving from the initial ring opening of 3-nitrothiophene (2), have been likewise found herein to undergo cyclization, followed by aromatization, in analogous mild experimental conditions, leading to the ring-fused homo- or heteroaromatic nitro derivatives 10. The concerted electrocyclic nature of the process is strongly supported by the outcome of tests based on

  在对先前关于1-芳基-4-甲磺酰基-2-硝基-3-苯基磺酰基-1,3-丁二烯的热环化的研究中（7），由3的初始开环衍生而来的3-未取代的衍生物8 -硝基噻吩（2），在本文中同样被发现在类似温和的实验条件下进行环化，然后进行芳构化，导致环稠合的均-或杂芳族硝基衍生物10。基于溶剂极性或8芳基上电子密度变化的测试结果强烈支持了该方法的协调一致的电环性质。因此，该方法成功地应用于非苯磺酰基活化的图8显着拓宽了由硝基噻吩合成的有价值的总的开环/闭环方法的范围。此外，提供了对最近对热6π电环化的新兴趣的支持，所述热6π电环化是用于构建苯环的工具。
• Does Civil Society Speak for the People? Evidence from a Survey of Scottish Teachers
  作者：Lindsay Paterson

  DOI：10.1111/1467-954x.00205

  日期：2000.2

  It has been claimed by many writers recently that civil society can lead a process of political renewal in the liberal democracies. However, the extent to which civil society is in touch with popular feeling has been challenged from both the right and the left. The paper examines one currently fluid case: civil society in Scotland, which in 1999 acquired its first parliament for three centuries following an emphatic referendum vote in 1997 in favour of setting up such an institution. The paper discusses the general issues and themes concerning civil society, explains the significance of the Scottish case, and then uses survey data to compare the views of one segment of Scottish civil society (school teachers) with those of the Scottish population generally. Teachers are studied because of the several key roles which they play in civil society and in social reproduction. The paper concludes that this segment of civil society is indeed close to the views of the general population (probably closer than Scottish members of the UK parliament), and that the new Scottish parliament will have to respect the legitimacy of the established civic institutions if it is to engage with popular concerns.

  最近，许多作家声称，公民社会可以引领自由民主国家的政治革新进程。然而，公民社会在多大程度上与民众的感情相通却受到了来自右翼和左翼的质疑。本文研究了一个目前仍在不断变化的案例：苏格兰的公民社会。苏格兰在 1997 年全民公决中以极大的票数赞成成立议会，并于 1999 年获得了三个世纪以来的第一个议会。本文讨论了有关公民社会的一般问题和主题，解释了苏格兰案例的重要意义，然后利用调查数据比较了苏格兰公民社会中一个群体（学校教师）和苏格兰普通民众的观点。之所以对教师进行研究，是因为他们在公民社会和社会再生产中发挥着若干关键作用。本文的结论是，公民社会中的这一群体确实接近于普通民众的观点（可能比英国议会中的苏格兰议员更接近于普通民众的观点），新的苏格兰议会要想参与解决民众关心的问题，就必须尊重既有公民机构的合法性。
• Efficient Synthesis of 9-Aryldihydrophenanthrenes by a Cascade Reaction Involving Arynes and Styrenes
  作者：Sachin Suresh Bhojgude、Anup Bhunia、Rajesh G. Gonnade、Akkattu T. Biju

  DOI：10.1021/ol4033094

  日期：2014.2.7

  A mild, general, and transition-metal-free protocol for the synthesis of 9,10-dihydrophenanthrenes is reported. The aryne generated by the fluoride-induced,1,2-elimination of 2-(trimethylsilyl)aryl triflates undergoes an efficient cascade reaction initiated by the Diels-Alder reaction with the differently substituted styrenes leading to the formation of 9-aryl-9,10-dihydrophenanthrene derivatives in moderate to good yields.