1-tert-butyl-3-phenylindene | 32338-54-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 1-tert-butyl-3-phenylindene
• 英文别名: 1-tert-butyl-3-phenyl-1H-indene
• CAS: 32338-54-8
• 化学式: C₁₉H₂₀
• 分子量: 248.368
• InChiKey: WTYWWTVTSSGVCK-UHFFFAOYSA-N

物化性质

• 沸点：
  363.4±22.0 °C(Predicted)
• 密度：
  1.033±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-tert-butyl-3-phenylindene 以26%的产率得到3-tert-butyl-1-phenylindene
  参考文献：
  名称：

  Mechanisms for interconversions among C3H4 hydrocarbons: deuterium isotope effects and independent generation of vinylmethylene intermediates in photoisomerizations of allenes and cyclopropenes

  摘要：

  DOI：

  10.1021/ja00293a047
• 作为产物：
  描述：

  3-tert-butyl-1-indanone 在 对甲苯磺酸 、 magnesium 作用下， 以 苯 为溶剂， 反应 2.0h， 生成 1-tert-butyl-3-phenylindene
  参考文献：
  名称：

  Mechanisms for interconversions among C3H4 hydrocarbons: deuterium isotope effects and independent generation of vinylmethylene intermediates in photoisomerizations of allenes and cyclopropenes

  摘要：

  DOI：

  10.1021/ja00293a047

文献信息

• Reaction of phenyl-substituted allyllithiums with tert-alkyl bromides. Remarkable difference in the alkylation regiochemistry between a polar process and the one involving single-electron transfer
  作者：Jiro Tanaka、Masatomo Nojima、Shigekazu Kusabayashi

  DOI：10.1021/ja00245a033

  日期：1987.5

  Un chemin reactionnel polaire favorise l'attaque au niveau du site phenyl substitue (C-1) tandis qu'un couplage au niveau de l'autre site (C-3) se produit de facon predominante dans le cas d'un mecanisme SET

  Un chemin reactnel polaire favourise l'attaque au niveau du site phenyl substitue (C-1) tandis qu'un couplage au niveau de l'autre site (C-3) se produit de facon predominante dans le cas d'un mecanisme SET
• Ozonolysis of a series of 1-substituted indenes. The substituent steric effects on the ozonide exo/endo ratios
  作者：Masahiro Miura、Masatomo Nojima、Shigekazu Kusabayashi、Kevin J. McCullough

  DOI：10.1021/ja00322a032

  日期：1984.5

  Ozonolyse d'une serie d'indenes disubstitues (-1,2 et -1,3) et trisubstitues (-1,2,3) dans CCl 4

  Ozonolyse d'une serie d'indenes dissubstitues (-1,2 et -1,3) et trisubstitues (-1,2,3) dans CCl 4
• The intramolecular reaction of acetophenone <i>N</i>-tosylhydrazone and vinyl: Brønsted acid-promoted cationic cyclization toward polysubstituted indenes
  作者：Zhixin Wang、Yang Li、Fan Chen、Peng-Cheng Qian、Jiang Cheng

  DOI：10.1039/d0cc07966a

  日期：——

  TsNHNH2, a Brønsted acid-promoted intramolecular cyclization of o-(1-arylvinyl) acetophenone derivatives was developed, leading to polysubstituted indenes with complexity and diversity in moderate to excellent yields. In sharp contrast with either the radical or carbene involved cyclization of aldehydic N-tosylhydrazone with vinyl, a cationic cyclization pathway was involved, where N-tosylhydrazone served

  在存在TsNHNH 2的情况下，开发了布朗斯台德酸促进的邻-（1-芳基乙烯基）苯乙酮衍生物的分子内环化反应，导致多取代的茚并酮具有复杂性和多样性，产率中等至优异。与自由基或卡宾涉及醛基N-甲苯磺酰hydr与乙烯基的环化形成鲜明对比，涉及阳离子环化途径，其中N-甲苯磺酰zone在该转化过程中用作亲电试剂和烷基化试剂。
• Reactions of diphenylcarbene with alkenes, alkynes, and alkenynes
  作者：William J. Baron、Michael E. Henrick、Maitland. Jones

  DOI：10.1021/ja00800a022

  日期：1973.9
• Formation of thioruthenium carbonyl clusters via a thioallyl cation complex
  作者：Nami Choi、Yoshio Kabe、Wataru Ando

  DOI：10.1021/om00038a018

  日期：1992.2

  Tetramethylallene episulfide (1a) reacts with Ru3(CO)12 to afford the oxidative addition hydride clusters Ru3(CO)10[mu-S(C = CMe2)C(Me2) = CH2](mu-H) (2) and Ru3(CO)9[mu-S(C = CMe2)C(Me = CH2](mu-H) (3), respectively. The structure of 2 was characterized crystallographically. The cluster 2 undergoes decarbonylation at 60-degrees-C to form 3 in 47% yield. The cluster 3 can regenerate 2 by bubbling with carbon monoxide under 1 atm of pressure at room temperature, in 80% yield. The chemical correlations leave little doubt about the structure of 3 which has a six-electron donating (mu-S)(mu-H)-eta(2)-dimethylpentadine ligand. The reaction of 1-tert-butyl-3,3-diphenylallene 1-episulfide (1b) with Ru3(CO)12 resulted in the formation of the cluster Ru3(CO)10[2-(mu-S)-1-tert-butyl-3-phenylindene](mu-H) (5). The X-ray structure of 5 shows that intramolecular cyclization has occurred besides C-S bond cleavage. The thioallyl cation complexes 9 and 10 are the intermediates of the formation of clusters 2 and 5. Upon warming to 80-120-degrees-C, 2 and 5 were finally converted to desulfurized products 2,4-dimethyl-1,3-pentadiene (6) (quantitative) and 1-tert-butyl-3-phenylindene (7) (56%) along with thio cluster HRu5(CO)15[2-(mu-S)-1-tert-butyl-3-phenylindene](mu-4-S) (8) (30%).