4-methoxy-4'-ethoxyazobenzene | 91454-73-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 4-methoxy-4'-ethoxyazobenzene
• 英文别名: p,p'-methoxyethoxyazobenzene；(4-ethoxy-phenyl)-(4-methoxy-phenyl)-diazene；(4-Aethoxy-phenyl)-(4-methoxy-phenyl)-diazen；Anisol-(4 azo 4)-phenetol；4-Methoxy-4'-aethoxy-azobenzol
• CAS: 91454-73-8
• 化学式: C₁₅H₁₆N₂O₂
• 分子量: 256.304
• InChiKey: SOSFRALISYPOSC-WUKNDPDISA-N

物化性质

• 沸点：
  396.8±17.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.51
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  43.18
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  4-[(4-乙氧基苯基)亚肼基]环己-2,5-二烯-1-酮 生成 4-methoxy-4'-ethoxyazobenzene
  参考文献：
  名称：

  Vorlaender, Chemische Berichte, 1938, vol. 71, p. 1688,1699

  摘要：

  DOI：

文献信息

• Electron-transfer bond-breaking processes: an example of nonlinear activation-driving force relationship in the reductive cleavage of the carbon-sulfur bond
  作者：Maria Gabriella Severin、Maria Carmen Arevalo、Flavio Maran、Elio Vianello

  DOI：10.1021/j100103a026

  日期：1993.1

  The heterogeneous (electrode) and homogeneous electron transfer (ET) to triphenylmethyl p-cyanophenyl sulfide in N,N'-dimethylformamide is shown to involve the irreversible reductive cleavage of the C(alkyl)-S sigma-bond through a sequential charge-transfer/bond-breaking pathway. The intermediate formation of the sulfide anion radical, whose lifetime has been determined to be ca. 10 ns, evidences the outer-sphere nature of the initial ET. The kinetics of this step has been analyzed as a function of the reaction free energy. Heterogeneous rate constants have been determined as a function of the applied potential from voltammetric curves and their convolution. The kinetics of the homogeneous ET from a series of substituted azobenzene anion radicals has been investigated by voltammetric redox 'catalysis. Both the homogeneous and the heterogeneous reactions show a quadratic dependence of the activation free energy on the driving force. The rate constant data have been treated in terms of classical ET theories in order to obtain the corresponding thermodynamic and kinetic parameters. Noteworthy, the values of the standard potential for the sulfide/sulfide anion radical redox couple, derived in the treatment of the two independent sets of homogeneous and heterogeneous data, are practically coincident. Structural parameters, from semiempirical MO calculations on azobenzene and its anion radical have been used to evaluate the azobenzene contribution to the cross ET activation energy and consequently to estimate, by comparison with the experimental results, the electron-exchange activation energy for the sulfide. The transition from the neutral sulfide to its anion radical involves relevant variations of the internal coordinates, in agreement with the very fast anion radical fragmentation.
• US4001137A
  申请人：——

  公开号：US4001137A

  公开（公告）日：1977-01-04
• US4002670A
  申请人：——

  公开号：US4002670A

  公开（公告）日：1977-01-11
• US4012434A
  申请人：——

  公开号：US4012434A

  公开（公告）日：1977-03-15