Methyl fullerene radical

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: Methyl fullerene radical
• 化学式: C₆₁H₃
• 分子量: 735.695
• InChiKey: WSFJDGDPXBCOBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.6
• 重原子数：
  61
• 可旋转键数：
  0
• 环数：
  32.0
• sp3杂化的碳原子比例：
  0.03
• 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：

  甲基汞 、 足球烯 以 苯 为溶剂， 生成 Methyl fullerene radical
  参考文献：
  名称：

  富勒烯衍生自由基加合物的 CIDEP 研究

  摘要：

  已经通过傅里叶变换时间分辨 EPR (FT TR EPR) 和连续波 EPR (CW EPR) 技术研究了在 C60 富勒烯存在下含有有机汞化合物 (HgR2) 的溶液的光解。通过FT TR EPR，可以观察到电子自旋极化的3C60（A极化）和电子自旋极化的加合物•C60R（E/A + E极化）。•C60R自由基在稳态辐照下的CW EPR光谱也表现出一些电子自旋极化。FT TR EPR 实验中的化学诱导动态电子极化 (CIDEP) 通过以下一系列步骤进行解释。光解最初导致有机汞化合物裂解成自由基，这些自由基与 C60 相加形成•C60R。后者结合形成二聚体 [C60R]2，它们是热稳定的并在样品中积累。在所有报道的实验中，在获得 EPR 光谱之前，通过光解产生了一定数量的二聚体。在 FT TR EPR 实验中，激光激发产生...

  DOI：

  10.1021/jp994005y

文献信息

• Regiochemistry of Radical Addition to C70
  作者：Roberta Borghi、Lodovico Lunazzi、Giuseppe Placucci、Paul J. Krusic、David A. Dixon、Lon B. Knight

  DOI：10.1021/j100072a001

  日期：1994.5

  The addition of several photochemically generated organic radicals (H-., CH3., C6H5., CF3. , and C2F5.) to ellipsoidal C-70 was studied by electron spin resonance. Three of the five possible isomers of RC(70)(.) were detected with R = H, CH3 and four with R = C6H5, CF3, C2F5. Arguments based on relative abundances and on comparisons of hyperfine interactions and g factors of the RC(70)(.) isomers and of their C-60 analogs allowed to place the isomers in homologous series and to identify the sites of radical addition on the C-70 surface leading to each isomer.
• Redox processes and alkylation reactions of fullerene C60 as studied by pulse radiolysis
  作者：Dirk M. Guldi、Hartmut Hungerbuehler、Eberhard Janata、Klaus Dieter Asmus

  DOI：10.1021/j100145a024

  日期：1993.10

  Redox and alkylation (radical addition) reactions with C60 have been investigated by means of radiation chemical methods, particularly time-resolved pulse radiolysis measurements. All experiments were conducted in solutions at room temperature. The primary radical products, namely, the C60.- radical anion, the C60.+ radical cation, and radical adducts (C60-R)., exhibit distinct absorption bands in the IR at 1080, 980 (corroborating earlier low-temperature matrix and photochemical experiments), and around 900 nm, respectively. Reductions, to yield the C60.- radical anion (and at longer steady-state irradiations also more highly reduced states), could be achieved by solvated electrons and (CH3)2C(OH). radicals in 2-propanol solutions and toluene/acetone/2-propanol mixtures with rate constants of greater-than-or-equal-to 10(10) and 8.5 x 10(8) M-1 s-1, respectively. The reaction of a water-soluble C60-gamma-cyclodextrin complex (C60/gamma-CD) with alpha-hydroxyalkyl radicals also involves electron transfer, as indicated by the dependence of the rate constants on the redox potential of the reducing radicals: 2.7 x 10(8) M-1 s-1 for (CH3)2C(OH)., 1.4 x 10(8) M-1 s-1 for CH3CH(OH)., and 0.5 x 10(8) M-1 s-1 for .CH2(OH). Oxidation of C60 to yield the C60.+ radical cation through radiation-generated solvent radical cations occurs generally very fast, with rate constants greater-than-or-equal-to 2 x 10(10) M-1 s-1 (1,2-dibromomethane, dichloro- and dibromomethane, cyclohexane as solvent). The decay of the C60.+ radical cation appears to proceed via a (C60)2.+ dimer complex with a rate constant for the C60.+ + C60 reaction of 6.0 x 10(9) M-1 s-1. The addition of .CH3, .CH2Br, .CH2CH2Cl, and CH2C(CH3)2OH to the pi-system of C60 occurs with rate constants of 4.8 x 10(9), 1.7 X 10(9), 2.2 X 10(9), and 1.8 x 10(9) M-1 s-1, respectively. The decay of the adduct radicals involves both a second-order component (presumed to be radical dimerization) and a pseudo-first-order reaction dependent on the C60 concentration. The latter (1.0 X 10(8) M-1 s-1 for the .CH2CH2Cl adduct) is suggested to be an initial step of a polymerization process.