3-styrylidenebenzindane | 149704-36-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-styrylidenebenzindane
• 英文别名: trans-3-styrylidenebenzindane；(E)-3-benzylidene-2,3-dihydro-1H-benzindene；trans-3-styrylidenebenz[e]indane；(3E)-3-benzylidene-1,2-dihydrocyclopenta[a]naphthalene
• CAS: 149704-36-9
• 化学式: C₂₀H₁₆
• 分子量: 256.347
• InChiKey: RMZZEZHJOPWZDD-SAPNQHFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.33
• 重原子数：
  20.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  3-styrylidenebenzindane 在 potassium permanganate 、 sodium periodate 、 potassium carbonate 作用下， 以 叔丁醇 为溶剂， 反应 20.0h， 以0.013 g的产率得到1,2-dihydro-cyclopenta[a]naphthalen-3-one
  参考文献：
  名称：

  Launikonis, Anton; Sasse, Wolfgang H. F.; Willing, Ian R., Australian Journal of Chemistry, 1993, vol. 46, # 4, p. 427 - 440

  摘要：

  DOI：
• 作为产物：
  描述：

  3-氯-1-萘-2-基丙烷-1-酮 在 硫酸 作用下， 以 乙醚 为溶剂， 反应 3.92h， 生成 3-styrylidenebenzindane
  参考文献：
  名称：

  Effect of Spectral Shifts on the Resolution of trans-1-(2-Naphthyl)-2-phenylethene Conformer UV Spectra Based on Principal Component Analysis with Self-Modeling

  摘要：

  Application of principal component analysis with self-modeling (PCA-SM) to a matrix consisting of UV absorption spectra of trans-1-(2-naphthyl)-2-phenylethene (NPE) at different temperatures leads to two resolved pure component spectra. The significance of this resolution is evaluated by examining the spectra of three conformationally restricted NPE analogues: trans-1-[2-(1-methylnaphthyl)]-2-phenylethene (1-MPE), trans-1-[2-(3-methylnaphthyl)]-2-phenylethene (3-MPE), and trans-3-styrylidenebenz[e]indane (BPE). It is established that temperature effects on the UV spectra of NPE reflect primarily the temperature dependence of the individual conformer spectra rather than any changes in conformer composition. Pure component UV absorption spectra generated by PCA-SM on the spectrothermal matrix of NPE UV spectra bear no resemblance to either the analogue spectra or the known NPE conformer spectra. PCA-SM treatment of a simulated spectral matrix shows that spectral shifts are reflected predictably in the appearance of the second eigenvector. The implications of our findings on results obtained from other PCA-SM spectral resolutions of spectrothermal matrices are discussed.

  DOI：

  10.1021/j100101a012

文献信息

• Photochemistry and Photophysics of the 3‐Styrylidenebenz[e]indanes
  作者：Jack Saltiel、Shipra Gupta、David W. Eaker、Andrew M. Kropp、V. K. Ratheesh Kumar

  DOI：10.1111/php.12849

  日期：2018.3

  The photochemical and photophysical properties of the extended conformers of trans‐ and cis‐1‐(2‐naphthyl)‐2‐phenylethenes (t‐ and c‐NPEB) are strikingly different than those of their rigid analogues, trans‐ and cis‐3‐styrylidenebenz[e]indane (t‐ and c‐BPE). The fluorescence quantum yield and lifetime at 25°C in methylcyclohexane drop from 0.76 and 22.2 ns in t‐NPEB to 0.0051 and 0.25 ns in t‐BPE,

  trans-和cis-1-(2-naphthyl)-2-phenylethenes（t-和c-NPEB）的扩展构象异构体的光化学和光物理性质与其刚性类似物trans-和cis-3的显着不同-苯乙烯基苯并[e]茚满（t-和c-BPE）。甲基环己烷在 25°C 下的荧光量子产率和寿命从 t-NPEB 的 0.76 和 22.2 ns 下降到 t-BPE 的 0.0051 和 0.25 ns，并且光异构化量子产率存在互补变化。在这两种情况下，光异构化都发生在 S2（一种芪类激发态）中。行为的差异可追溯到 BPE 中五元环提供的烷基取代上的 S1/S2 能隙减小。粘度对 t-BPE 扭转松弛的影响，在 25°C 和 95/5 和 99.9/0 的甘油/甲醇混合物中进行评估。1 甘油/甲醇 (% v/v) 作为 T 的函数，由中等增强屏障模型很好地解释。纯甘油中 t-BPE 的吸收和荧光光谱揭示了聚
• Effect of Spectral Shifts on the Resolution of trans-1-(2-Naphthyl)-2-phenylethene Conformer UV Spectra Based on Principal Component Analysis with Self-Modeling
  作者：Jack Saltiel、Jong-Oh Choi、Donald F. Sears、David W. Eaker、Frank B. Mallory、Clelia W. Mallory

  DOI：10.1021/j100101a012

  日期：1994.12

  Application of principal component analysis with self-modeling (PCA-SM) to a matrix consisting of UV absorption spectra of trans-1-(2-naphthyl)-2-phenylethene (NPE) at different temperatures leads to two resolved pure component spectra. The significance of this resolution is evaluated by examining the spectra of three conformationally restricted NPE analogues: trans-1-[2-(1-methylnaphthyl)]-2-phenylethene (1-MPE), trans-1-[2-(3-methylnaphthyl)]-2-phenylethene (3-MPE), and trans-3-styrylidenebenz[e]indane (BPE). It is established that temperature effects on the UV spectra of NPE reflect primarily the temperature dependence of the individual conformer spectra rather than any changes in conformer composition. Pure component UV absorption spectra generated by PCA-SM on the spectrothermal matrix of NPE UV spectra bear no resemblance to either the analogue spectra or the known NPE conformer spectra. PCA-SM treatment of a simulated spectral matrix shows that spectral shifts are reflected predictably in the appearance of the second eigenvector. The implications of our findings on results obtained from other PCA-SM spectral resolutions of spectrothermal matrices are discussed.
• Launikonis, Anton; Sasse, Wolfgang H. F.; Willing, Ian R., Australian Journal of Chemistry, 1993, vol. 46, # 4, p. 427 - 440
  作者：Launikonis, Anton、Sasse, Wolfgang H. F.、Willing, Ian R.

  DOI：——

  日期：——