9,10-Dihydro-9-(ethoxycarbonyl)phenanthrene | 60084-38-0

• 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: 9,10-Dihydro-9-(ethoxycarbonyl)phenanthrene
• 英文别名: Ethyl 9,10-dihydrophenanthrene-9-carboxylate
• CAS: 60084-38-0
• 化学式: C₁₇H₁₆O₂
• 分子量: 252.313
• InChiKey: GLRFAPVZDQSVDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  菲-9-甲酸 在 氨 、 lithium 作用下， 生成 9,10-Dihydro-9-(ethoxycarbonyl)phenanthrene
  参考文献：
  名称：

  Stereochemistry of 1,3-cyclohexadienes. Conformational preferences in 9-substituted 9,10-dihydrophenanthrenes

  摘要：

  DOI：

  10.1021/jo00885a015

文献信息

• METHOD FOR MANUFACTURING COMPOUND
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP3225610A1

  公开（公告）日：2017-10-04

  Provided is a method for producing a compound which is excellent in reaction rate (having higher reaction rate). A method for producing a compound comprising a step of supplying a compound (1) having at least one atom group selected from Group A, a compound (2) having at least one group selected from Group B, a transition metal catalyst, an organic base and a compound having two or more hydroxyl groups into a reaction vessel, and a step of, in the reaction vessel, reacting the compound (1) with the compound (2) in the presence of the transition metal catalyst, the organic base and the compound having two or more hydroxyl groups. a chlorine atom, a bromine atom, an iodine atom or the like, a group represented by -B(RC2)2, a group represented by -B(ORC2)2 or the like. (wherein, RC2 represents a hydrogen atom, an alkyl group or the like. The plurality of RC2 may be the same or different and may be combined together to form a ring together with a boron atom or an oxygen atom to which they are attached.)

  本发明提供了一种生产反应速率优异（反应速率更高）的化合物的方法。 一种生产化合物的方法，包括以下步骤：将具有至少一个选自 A 组的原子团的化合物（1）、具有至少一个选自 B 组的原子团的化合物（2）、过渡金属催化剂、有机碱和具有两个或两个以上羟基的化合物放入反应容器中；在过渡金属催化剂、有机碱和具有两个或两个以上羟基的化合物存在的情况下，在反应容器中使化合物（1）与化合物（2）反应。 氯原子、溴原子、碘原子或类似物、 由-B(RC2)2 表示的基团、由-B(ORC2)2 表示的基团或类似基团。 (其中，RC2 代表氢原子、烷基或类似基团。多个 RC2 可以相同或不同，并可结合在一起，与所连接的硼原子或氧原子一起形成一个环)。
• Synthesis and Photochemistry of 5,7-Bis(diazo)-1,2,3,4-dibenzocyclohepta-1,3-dien-6-one. Generation and Reactions of Phenanthrenodiazacyclopentadiene, Phenanthrenocyclopropenone, and 9,10-Phenanthryne
  作者：Hideo Tomioka、Akemi Okuno、Takehiko Sugiyama、Shigeru Murata

  DOI：10.1021/jo00113a011

  日期：1995.4

  The title compound 15 was prepared as the first 1,3-bis(diazo) ketone incorporated into a seven-membered ring, and its photochemical pathways were investigated not only by product analysis study but also by using matrix isolation spectroscopy. Irradiation of 15 in alcoholic solvents gave 9-(alkoxycarbonyl)phenanthrene 16 as a main product, while similar irradiation in non-nucleophilic solvents provided diphenanthreno-syn-1,5-diazabicyclo[3.3.0]octadienedione (20), The formation of these products is interpreted as indicating that 15 eliminates one of two diazo functions upon photoexcitation to form 9-diazo-10-carbonylphenanthrene (21) which either reacts with alcohol by eliminating the second dinitrogen, leading to 16, or undergoes dimerization to form 20. Photolysis of 15 in an ethanol matrix at 77 K gave 9-ethoxyphenanthrene (31) as a new product along with 16. Irradiation of 15, matrix-isolated in Ar at 10 K monitored by IR, indicated that phenanthrenocyclopropenone (28) was formed as an initial product which then underwent photodecarbonylation to leave 9,10-phenanthryne (32), and that 32 reacted with CO to reproduce 28 upon photoexcitation. The cyclopropenone (28) was shown to be generated also by photolysis of 9,10-dicarboxyphenanthrene anhydride (33) in Ar matrix at 10 K. A plausible mechanism to explain the observed sequential decomposition of the two diazo functions in the room temperature photolytic run and the formal simultaneous elimination of two dinitrogens in the low temperature matrix run is proposed.
• Stereochemistry of 1,3-cyclohexadienes. Conformational preferences in 9-substituted 9,10-dihydrophenanthrenes
  作者：Ronald G. Harvey、Peter P. Fu、Peter W. Rabideau

  DOI：10.1021/jo00885a015

  日期：1976.11