9-oxy-9-isopropyl-fluorene | 33576-53-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9-oxy-9-isopropyl-fluorene
• 英文别名: 9-Oxy-9-isopropyl-fluoren；9-(Propan-2-YL)-9H-fluoren-9-OL；9-propan-2-ylfluoren-9-ol
• CAS: 33576-53-3
• 化学式: C₁₆H₁₆O
• 分子量: 224.302
• InChiKey: USWJDPBLKVUKFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9-oxy-9-isopropyl-fluorene 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 以88%的产率得到9-isopropylidene-9H-fluorene
  参考文献：
  名称：

  Reaktivit�t und Selektivit�t bei der Oxidation von Styrolderivaten. IV. Untersuchungen zur Oxidation von substituierten ?,?-Dimethylstyrolen

  摘要：

  The liquid phase oxidation of substituted (p-MeO-, p-Cl-, m-CF3-) 2-aryl-3-methyl-but-2-enes, of 1,1-diphenyl-2-methyl-propene, of 1-ethoxy-2-methyl-1-phenyl-propene and of 9-isopropylidene-fluorene with pure oxygen was investigated in chlorobenzene solution and in presence of cumene and of cumene hydroperoxide in the temperature range 65-125 degrees C. The product yields were determined gaschromatographically. The differences of the activation energies of epoxide formation and the parallel reactions were calculated. They amount to 19-48 kJ/mol. The epoxide selectivity increases with increasing temperature and increasing concentration of olefin. The relative chain propagation constants (k(pC=C)) were determined by competitive oxidation with cumene. The k(pC=C) values of substituted beta,beta-dimethylstyrenes can be correlated by a LFE-relationship with the ionisation energies of the olefins.

  DOI：

  10.1002/prac.19983400308
• 作为产物：
  描述：

  9-isopropyl-9H-fluorene 生成 9-oxy-9-isopropyl-fluorene
  参考文献：
  名称：

  Douris,J.; Mathieu,A., Bulletin de la Societe Chimique de France, 1973, p. 709 - 717

  摘要：

  DOI：

文献信息

• Hydrogenation reactions with hydridocobalt Tetracarbonyl
  作者：Theodore E. Nalesnik、John H. Freudenberger、Milton Orchin

  DOI：10.1016/s0022-328x(00)89054-3

  日期：1981.12

  The tetrasubstituted ethylene, bifluorenylidene, reacts very rapidly (4.06 X 10−2 1 mol−1 sec−1 at 0°C) with HCo(CO)4 to give bifluorenyl. α-Phenylacrylonitrile (atroponitrile) reacts even more rapidly under the same conditions (6.0 l mol−sec−1). Other highly substituted ethylenes react very slowly with HCo(CO)4, indicating considerable steric effects. The data are consistent with radical type intermediates

  四取代的乙烯，联芴基，与HCo（CO）4非常迅速地反应（0°C时为4.06 X 10 -2 1 mol -1 sec -1），得到联芴基。在相同的条件下（6.0 l mol - sec -1），α-苯基丙烯腈（a腈）的反应甚至更快。其他高度取代的乙烯与HCo（CO）4的反应非常缓慢，表明存在很大的空间效应。数据与自由基型中间体一致。
• Schlenk; Bergmann, Justus Liebigs Annalen der Chemie, 1928, vol. 463, p. 208
  作者：Schlenk、Bergmann

  DOI：——

  日期：——
• A Zwitterionic Carbanion Frustrated by Boranes – Dihydrogen Cleavage with Weak Lewis Acids via an “Inverse” Frustrated Lewis Pair Approach
  作者：Hui Li、Adelia J. A. Aquino、David B. Cordes、Fernando Hung-Low、William L. Hase、Clemens Krempner

  DOI：10.1021/ja409330h

  日期：2013.10.30

  The synthesis, structural characterization, and acid base chemistry of [C(SiMe2OCH2CH2OMe)(3)] Na (2), a sterically encumbered zwitterionic organosodium compound, is reported. 2 is a strong Bronsted base that forms frustrated Lewis pairs (FLPs) with a number of boron-containing Lewis acids ranging from weakly Lewis acidic aryl and alkyl boranes to various alkyl borates. These intermolecular FLPs readily cleave H-2, which confirms that even poor Lewis acids can engage in FLP-mediated H-2 cleavage provided that the present bulky base is of sufficiently high Bronsted basicity.
• Arcus; Lucken, Journal of the Chemical Society, 1955, p. 1634
  作者：Arcus、Lucken

  DOI：——

  日期：——
• FUJISAKI, SHIZUO;NAKASHIGE, YASUHIKO;NISHIDA, AKIKO;KAJIGAESHI, SHOJI;HAR+, J. CHEM. SOC. JAP., CHEM. AND IND. CHEM., 1983, N 7, 1059-1063
  作者：FUJISAKI, SHIZUO、NAKASHIGE, YASUHIKO、NISHIDA, AKIKO、KAJIGAESHI, SHOJI、HAR+

  DOI：——

  日期：——