tetralin radical | 69339-77-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: tetralin radical
• CAS: 69339-77-1
• 化学式: C₁₀H₁₁
• 分子量: 131.197
• InChiKey: XSQLVJGARUBALH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  tetralin radical 生成 1,2,3,4-四氢萘 、 1,2-二氢萘 、 1,1'-bitetralyl
  参考文献：
  名称：

  氢芳基的歧化-复合速率比

  摘要：

  DOI：

  10.1021/j150668a033
• 作为产物：
  描述：

  1,2,3,4-四氢萘 在 二叔丁基过氧化物 作用下， 以 苯 为溶剂， 生成 tetralin radical
  参考文献：
  名称：

  The α-C–H BDE in tetralin

  摘要：

  使用时间分辨光声量热法测定四氢化萘（1,2,3,4-四氢萘）中的 α-C–H 键解离焓 (BDE)，结果为 357.6 ± 5.4 kJ mol−1。该值比之前唯一的实验测定值高出约 10 kJ mol−1，但与结构相关化合物（如 1-丁烯、环己烯和乙苯）中的 α-C-H BDE 非常吻合。

  DOI：

  10.1007/s10973-009-0632-0

文献信息

• Gerasimova; Matvienko; Opeida, Russian Journal of Organic Chemistry, 1998, vol. 34, # 5, p. 739 - 739
  作者：Gerasimova、Matvienko、Opeida、Kachurin

  DOI：——

  日期：——
• Rate Constants for Termination and TEMPO Trapping of Some Resonance Stabilized Hydroaromatic Radicals in the Liquid Phase
  作者：I. W. C. E. Arends、P. Mulder、K. B. Clark、D. D. M. Wayner

  DOI：10.1021/j100020a047

  日期：1995.5

  The rate constants for the termination reaction (2k(1)) of some resonance stabilized carbon centered radicals (SR(.)) derived from hydroaromatics (SR(.) + SR(.) --> P) have been determined at 294 +/- 2 K by laser flash photolysis with UV-vis detection. The radicals were generated by hydrogen atom abstraction by t-BuO(.) radicals from the corresponding hydrocarbon (SRH + t-BuO(.) --> SR(.) + t-BuOH, k(4)). The extinction coefficients (epsilon) Of the SR(.), essential to calculate 2k(1), were obtained using a relative kinetic technique. The change in 2k(1) for the radicals derived from 1,4-cyclohexadiene, fluorene, 9,10-dihydroanthracene, diphenylmethane, tetralin, indan, indene, and phenol appeared to be modest; a range of 2k(1) = 2-10 x 10(9) M(-1) s(-1) in mixtures of benzene and di-tert-butyl peroxide was observed. Most of the rate constants are near the diffusion controlled limit. In contrast, quenching the radicals with a persistent radical, 2,2,5,5-tetramethylpiperidin-1-oxyl (TEMPO), resulted in a larger variation of <0.01-23 x 10(7) M(-1) s(-1). The strength of the N-O bond formed in the latter process may have an important contribution to the observed rate constant.
• Denisov, Russian Journal of Physical Chemistry, 1996, vol. 70, # 2, p. 238 - 241
  作者：Denisov

  DOI：——

  日期：——
• Spectroscopic and Thermochemical Consequences of Site-Specific H-Atom Addition to Naphthalene
  作者：Joshua A. Sebree、Vadim V. Kislov、Alexander M. Mebel、Timothy S. Zwier

  DOI：10.1021/jp103793e

  日期：2010.6.3

  Vibronic spectra of doublet-doublet transitions of 1-hydronaphthyl (1HN), 2-hydronaphthyl (2HN), and 1,2,3-trihydronaphthyl (THN, tetralyl) radicals have been recorded under jet-cooled conditions. Transitions due to the two C10H9 isomers were identified and assigned based on the choice of radical precursor, visible-visible hole-burning spectroscopy, comparison of observed vibronic transitions with calculation, and photoionization efficiency scans. The latter provided accurate ionization potentials for the three free radicals (IP(IHN) = 6.570 eV, IP(2HN) = 6.487 eV, IP(THN) = 6.620 eV. errors +/-0.002 eV). A thermochemical cycle is used to extract from these ionization potentials the C-H bond dissociation energy (BDE) of 1HN at the 1-position of 121.2 +/- 2 kJ/mol. Using proton affinities of 2HN and THN calculated at the G3(MP2, CC)//B3LYP/6-311G** level of theory. the corresponding C-H BDEs of 2HN at the 2-carbon (103.6 +/- 2 kJ/mol) and of THN at the 3-position (168 +/- 3 kJ/mol) are derived. The possible role played by these hydronaphthyl radicals in Titan's atmosphere. the interstellar medium, and combustion are briefly discussed.