1-phenyl-propyl | 19019-92-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-phenyl-propyl
• 英文别名: C6H5(CHC2H5) radical
• CAS: 19019-92-2
• 化学式: C₉H₁₁
• 分子量: 119.186
• InChiKey: AKVBZJSJOOBLEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1-丙烯基苯 在 silica gel 作用下， 生成 1-phenyl-propyl
  参考文献：
  名称：

  乙烯基化合物的单体和聚合物基团：吸附状态下的几何和电子结构的EPR和DFT研究。

  摘要：

  应用电子顺磁共振（EPR）光谱研究了在77Kγ辐射下吸附在无定形硅胶上的苯乙烯，1,1-二苯基乙烯，α-甲基苯乙烯，β-甲基苯乙烯和甲基丙烯酸甲酯形成的顺磁物质。在所有样品中均观察到通过在单体的乙烯基上加氢原子而形成的自由基。通过使用具有氘代硅烷醇基团的硅胶，显示出氢原子在很大程度上源自吸附剂。对于包含甲基丙烯酸甲酯（MMA）的样品，在升高的温度下观察到分配给自由基的EPR光谱。采用DFT量子化学方法计算了吸附配合物的结构，各自的超细分裂常数和吸附能。对MMA分子与MMA自由基之间的反应以及传播自由基的结构进行了建模。计算出的所有自由基的超细分裂常数证实了实验光谱的归属。

  DOI：

  10.1016/j.saa.2012.08.054

文献信息

• Absorption spectra and photochemical rearrangements in phenylalkene cations in solid argon
  作者：Lester Andrews、James A. Harvey、Benuel J. Kelsall、Donald C. Duffey

  DOI：10.1021/ja00411a026

  日期：1981.10
• Reaction of <i>tert</i>-Alkoxyl and Alkyl Radicals with Styrene Studied by the Nitroxide Radical-Trapping Technique
  作者：Tomoyuki Nakamura、W. Ken Busfield、Ian D. Jenkins、Ezio Rizzardo、San H. Thang、Shuji Suyama

  DOI：10.1021/jo9707489

  日期：1997.8.1

  The reactions of tert-alkyl peroxypivalates 1 (R = methyl, ethyl, and n-propyl) with styrene in the presence of the free-radical scavenger (1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindol-2-yl)oxyl (2) have been studied at 60 degrees C, tert-Butyl and tert-alkoxyl radicals (tert-butoxyl, tert-pentyloxyl, and tert-hexyloxyl radicals) were generated from the thermolysis of 1, and the derivative alkyl radicals (methyl, ethyl, n-propyl, and 4-hydroxy-4-methylpentyl radicals) were formed by subsequent unimolecular reactions (beta-scission and 1,5-H shift) of the corresponding tert-alkoxyl radicals. The extent of the unimolecular reactions of the tert-alkoxyl radicals (versus addition to styrene) and the relative reactivity of alkyl radicals toward addition to styrene were obtained fi om the competitive addition/trapping reactions. The absolute rate constants for the addition of tert-butyl, ethyl, methyl, and n-propyl radicals to styrene at 60 degrees C were estimated to be (7.4, 4.7, 5, and 5.4) x 10(5) M-1 s(-1), respectively.
• Determination of hyperfine splittings of biradical termini by combining biradical trapping and time-resolved ESR techniques
  作者：I. V. Koptyug、N. D. Ghatlia、N. J. Turro、W. S. Jenks

  DOI：10.1021/j100130a021

  日期：1993.7

  ESR detection of spin-polarized short-lived biradicals has been shown to be a valuable tool in studying the mechanisms of photochemical reactions and in the investigation of the properties of biradicals. However, some important spectroscopic features of these species are not readily available because of certain peculiarities of biradical ESR spectra. This difficulty can be overcome through the conservation of spin polarization by the controlled scavenging of a biradical into a subsequent radical species whose spectroscopic features can be accurately evaluated. In particular, it is shown that the hyperfine splittings of a radical site in a biradical can be measured directly by time resolved ESR if the other site is scavenged by a selective spin trap. BrCCl3 was used as a selective scavenger of the acyl moiety of polymethylene linked acyl-alkyl and acyl-benzyl biradicals formed in the photolysis of substituted cycloalkanones in solution. Transformation of these polarized biradicals into correpsonding polarized monoradicals upon bromine abstraction by acyl site leads to much less complicated and much better resolved ESR spectra. The hyperfine splittings of the benzylic termini of several acyl-benzyl biradicals generated in this manner were evaluated and quantitatively compared with the splittings of benzyl and 1-phenylpropyl radicals formed in the photolysis of linear ketones.
• Carbon-hydrogen bond dissociation energies in alkylbenzenes. Proton affinities of the radicals and the absolute proton affinity scale
  作者：Michael Mautner

  DOI：10.1021/ja00365a002

  日期：1982.1
• Supramolecular Effects on the Dynamics of Radicals in MFI Zeolites:  A Direct EPR Investigation
  作者：Nicholas J. Turro、Steffen Jockusch、Xue-Gong Lei

  DOI：10.1021/jo020141e

  日期：2002.8.1

  Photolysis of the supramolecular complexes (dibenzyl ketones@ZSM-5) produced supramolecular complexes of benzyl radicals@ZSM-5, which were directly detected by CW-EPR spectroscopy, and provided information on the dynamics of the radicals. The lifetimes of the radicals increased as the group X attached to the carbon atom at the radical center increases from X = H (t(1/2) ca. 2 min) to X = (CH2)(4)CH3 (t(1/2) > 200 min). In addition, line broadening of the EPR signal was observed as the group X increases. Experiments involving cation-exchanged zeolites (MZSM-5; M = Li, Na, K, Rb, Cs) showed a strong dependence of the radical lifetime on the size of the cation (t(1/2) Ca. 10 min for Li and t(1/2) > 200 min for Cs). The results are discussed in terms of supramolecular steric effects on the radical-radical reactions in the zeolite supercages.