naphthylium cation | 79319-69-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: naphthylium cation
• 英文别名: 2-naphthyl cation；β-naphthyl cation；2H-naphthalen-2-ylium
• CAS: 79319-69-0
• 化学式: C₁₀H₇
• 分子量: 127.166
• InChiKey: DQHVQTFJBAOSFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  naphthylium cation 在 氢气 作用下， 生成 1-naphthalenium ion
  参考文献：
  名称：

  Reactions of Cations Derived from Naphthalene with Molecules and Atoms of Interstellar Interest

  摘要：

  The chemistry of naphthalene radical cation and its derivatives (C(10)H(n)(+), n = 6,7,8,9) has been studied with molecules and atoms of interstellar interest in a selected ion flow tube. The radical cation C(10)H(8)(+) is unreactive with H(2), CO, H(2)O, and NH(3) but reacts with H, O, and N atoms. Adduct formation is the only channel detected in the case of reaction with H atoms, but additional channels contribute in reactions between C(10)H(8)(+) and O and N atoms; these latter reactions proceed through novel reaction pathways via C and CH abstraction, leading to the formation of the stable compounds CO and HCN, respectively. The closed-shell naphthylium cation C(10)H(7)(+) is essentially unreactive with atoms but associates via nucleophilic addition with most of the molecules studied. The reaction kinetics are close to saturation in the accessible helium pressure range. The naphthyne radical cation C(10)H(6)(+) does not react with H(2), CO, or H(2)O but forms an adduct with NH(3) at a moderate rate. Reactions with atoms were found to be very similar to those of C(10)H(8)(+) The implications of these results for the stability of polycyclic aromatic hydrocarbon cations in the interstellar medium are briefly discussed.

  DOI：

  10.1021/ja983472a
• 作为产物：
  描述：

  naphthalen-2-yldiazonium tetrafluoroborate 以 phosphate buffer 为溶剂， 生成 naphthylium cation
  参考文献：
  名称：

  2-萘二唑鎓离子的稳定性及其与冠醚和无环聚醚在溶液中的络合

  摘要：

  通过紫外光谱法研究了溶剂，温度和pH值（水溶液中）对2-萘二氮杂四氟硼酸酯分解速率的影响。在40°C下的1,2-二氯乙烷（DCE）中，通过紫外光谱法研究了该模型萘二氮杂鎓离子在4个冠醚和3个无环聚醚存在下的主客体络合和热脱氮动力学。快速原子轰击质谱（FAB-MS）用于气相络合和表征。

  DOI：

  10.1002/poc.411

文献信息

• Time-resolved dissociation of bromonaphthalene ion studied by TPIMS and TRPD. Heat of formation of naphthyl ion
  作者：Yehiel Gotkis、Mor Naor、Julia Laskin、Chava Lifshitz、James D. Faulk、Robert C. Dunbar

  DOI：10.1021/ja00069a044

  日期：1993.8

  Dissociation of 1-bromonaphthalene and 2-bromonaphthalene molecular ions was studied by time-resolved photo-dissociation (TRPD) in the ion cyclotron resonance spectrometer at ultraviolet wavelengths and by time-resolved photoionization mass spectromctry (TPIMS) in the vacuum ultraviolet. TRPD of the 1-bromonaphthalene ion gave rate constants of 3.4×10 3 s -1 at 266 nm (4.93 eV ion internal energy)

  1-溴萘和2-溴萘分子离子的离解通过离子回旋共振光谱仪中紫外波长的时间分辨光解离（TRPD）和真空紫外的时间分辨光电离质谱（TPIMS）进行了研究。1-溴萘离子的 TRPD 在 266 nm（4.93 eV 离子内能）下的速率常数为 3.4×10 3 s -1，在 252 nm（5.19 eV 内能）下的速率常数为 1.6×10 4 s -1。TRPD 结果以及母体 C 10 H 7 Br + 和子体 C 10 H 7 + 的时间分辨 PIE 曲线通过 RRKM 计算建模
• Chemical Constraints on Organic Cations in the Interstellar Medium^‡
  作者：Valery Le Page、Yeghis Keheyan、Veronica M. Bierbaum、Theodore P. Snow

  DOI：10.1021/ja971330v

  日期：1997.9.1
• C-H Bond Strength of Naphthalene Ion. A Reevaluation Using New Time-Resolved Photodissociation Results
  作者：Yen-Peng Ho、Robert C. Dunbar、Chava Lifshitz

  DOI：10.1021/ja00129a013

  日期：1995.6

  The dissociation rates and branching ratios for naphthalene ion (naphthalene-d(8) ion) have been measured by time-resolved photodissociation at an internal energy of 7.10 (7.13) eV. Dissociation rate constants of 6450 (2360) s(-1) were observed, with acetylene loss being somewhat favored over hydrogen atom and hydrogen molecule losses. Using simple RRKM theory, these results were modeled along with prior information from time-resolved dissociative photoionization and from photoelectron photoion coincidence to give rate-energy curves. Extrapolated to threshold, bond energies of 4.48 eV for H atom loss and 4.41 eV for acetylene loss were derived, in agreement with predictions from independent thermochemical data. The C-H bond energy (4.48 eV) is discussed relative to those for neutral aromatic hydrocarbons (4.8 eV) and benzene ion (3.7 eV).