1,3-dimethyl-9H-fluorene | 42931-65-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 1,3-dimethyl-9H-fluorene
• 英文别名: 1,3-Dimethyl-fluoren；1,3-dimethyl-fluorene
• CAS: 42931-65-7
• 化学式: C₁₅H₁₄
• 分子量: 194.276
• InChiKey: RCINAJBUFKRKGR-UHFFFAOYSA-N

物化性质

• 熔点：
  87 °C
• 沸点：
  329.3±27.0 °C(Predicted)
• 密度：
  1.074±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2-(Toluene-4-sulfonylamino)-benzoyl chloride 在 三氯化铝 、 硫酸 、 sodium ethanolate 、 一水合肼 作用下， 反应 2.0h， 生成 1,3-dimethyl-9H-fluorene
  参考文献：
  名称：

  氟利昂酮四烯IV。Ladimethyl-1,3-fluorénone

  摘要：

  在1,3,3-芴二酮合成酯和1,3-芴二酮产品上。L'肟德拉二甲基-1,3-二芴fournit帕换位德贝克曼UNE二甲基phénanthridone不LA构成n'a PAS PU理由établie。在合成三甲基-1,3,10-菲啶酮的基础上。

  DOI：

  10.1002/hlca.19500330532

文献信息

• Boron photochemistry
  作者：M.E. Glogowski、P.J. Grisdale、J.L.R. Williams、T.H. Regan

  DOI：10.1016/s0022-328x(00)84991-8

  日期：1973.6

  A series of stable anilinodimesitylboranes was synthesized. Their mass spectra and nuclear magnetic resonance spectra were studied. The photocyclization of these compounds in the presence of iodine is accompanied by a facile 1,2-methyl migration. The structure of the products has been assigned on the basis of spectral evidence and degradation studies.

  合成了一系列稳定的苯胺基二异丁烯酮。研究了它们的质谱和核磁共振谱。这些化合物在碘存在下的光环化反应伴随着容易的1,2-甲基迁移。产品的结构已根据光谱证据和降解研究确定。
• Transformation of Trifluorotoluenes Triggered by Titanium(IV) Chloride-Catalyzed Hydrodefluorination using Hydrosilanes
  作者：Takayuki Yamada、Kodai Saito、Takahiko Akiyama

  DOI：10.1002/adsc.201500920

  日期：2016.1.7

  The titanium tetrachloride‐catalyzed hydrodefluorination reaction of trifluorotoluene derivatives was developed using triethylsilane as the reducing agent. The reaction produced various toluene derivatives with high chemoselectivities by means of readily accessible reagents. This hydrodefluorination process was extended to the intramolecular Friedel–Crafts benzylation reaction, furnishing polycyclic

  以三乙基硅烷为还原剂，开发了四氯化钛催化的三氟甲苯衍生物的加氢脱氟反应。该反应通过容易获得的试剂产生了具有高化学选择性的各种甲苯衍生物。这种加氢脱氟过程已扩展到分子内Friedel-Crafts苄基化反应，从而以良好的收率提供了各种环大小的多环芳族化合物。
• Palladium-Catalyzed Synthesis of Fluorenes by Intramolecular C(sp2)–H Activation at Room Temperature
  作者：Tetsuaki Fujihara、Yutaka Tanji、Yasushi Tsuji

  DOI：10.1055/s-0039-1690812

  日期：2020.5

  The synthesis of fluorenes by intramolecular Pd-catalyzed C(sp2)–H activation of 2-arylbenzyl chlorides was conducted at room temperature by using commercially available triphenylphosphine and pivalic acid as ligands. The desired reactions proceeded efficiently at room temperature, and various substrates were converted into the corresponding fluorene derivatives in excellent yields.

  使用市售的三苯基膦和新戊酸作为配体，在室温下通过分子内 Pd 催化的 C(sp2)-H 活化 2-芳基苄基氯合成芴。所需的反应在室温下有效进行，各种底物以优异的产率转化为相应的芴衍生物。
• A denitrogenative palladium-catalyzed cascade for regioselective synthesis of fluorenes
  作者：Wai Chung Fu、Fuk Yee Kwong

  DOI：10.1039/c9sc04062e

  日期：——

  cascade for the modular and regioselective synthesis of polysubstituted fluorenes. Hydrazone facilitates the Pd(II) to Pd(IV) oxidative addition in a Catellani pathway and is also the methylene synthon in the proposed reaction. Aryl iodides and 2-bromoarylaldehyde hydrazones undergo a norbornene-controlled tandem reaction sequence to give a broad scope of fluorenes in the presence of a palladium catalyst

  我们在此报道了用于多取代芴的模块化和区域选择性合成的脱氮钯催化的级联反应。dra可促进Catellani途径中的Pd（II）到Pd（IV）氧化加成反应，并且也是拟议反应中的亚甲基合成子。在钯催化剂的存在下，芳基碘化物和2-溴芳基醛经历降冰片烯控制的串联反应序列，从而得到宽范围的芴。所描述的方法是可扩展的并且适用于with基团的原位生成的三组分反应。已经进行了初步的机械研究。
• Brönsted Acid-Mediated Intramolecular Cyclization of Biaryl Triazenes for the Synthesis of Fluorenes and 9,10-Dihydro-Phenanthrenes
  作者：Lijun Xu、Weijun Yang、Lili Zhang、Maozhong Miao、Zhigen Yang、Xin Xu、Hongjun Ren

  DOI：10.1021/jo501640d

  日期：2014.10.3

  The efficient synthesis of fluorenes from biaryl triazenes is successfully developed Up to 27 examples of biaryl triazenes are converted into their corresponding fluorene derivatives in the presence of CF3COOH (4.0 equiv). Mechanism research indicates that the reaction undergoes concerted processes, and pentacoordinate carbocations may be involved in these reactions.