p-nitrophenylsulfanyl radical | 72182-62-8

• 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: p-nitrophenylsulfanyl radical
• 英文别名: 4-nitrobenzenethiyl radical；4-nitrobenzenethiyl；4-nitro-phenylsulfanyl；p-Nitrobenzolthiyl-Radikal
• CAS: 72182-62-8
• 化学式: C₆H₄NO₂S
• 分子量: 154.169
• InChiKey: ORGROGADTAVCJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  p-nitrophenylsulfanyl radical 、 丙烯腈 以 环己烷 、 苯 为溶剂， 生成
  参考文献：
  名称：

  Evaluation of addition rates of thiyl radicals to vinyl monomers by flash photolysis. 3. Polar effect in addition reactions of substituted benzenethiyl radicals

  摘要：

  DOI：

  10.1021/ja00409a041
• 作为产物：
  描述：

  4,4'-二硝基二苯二硫醚 以 四氢呋喃 为溶剂， 生成 p-nitrophenylsulfanyl radical
  参考文献：
  名称：

  Photochemistry of Nitrobenzenethiol. Selective Generation of the Thio Radical and Thione Triplet State as a Function of Solvent Polarity

  摘要：

  Transient absorption spectra of p-nitrobenzenethiol (NBSH) have been measured by the nanosecond laser flash photolysis method. In nonpolar and less polar solvents, nitrobenzenethio radical (NBS.) was predominantly formed by the homolytic fission of the S-H bond of NBSH. In protic polar solvents, on the other hand, formation of the triplet state of deprotonated nitrobenzenethione [(3)(NBT-)*], which was confirmed by triplet quenching experiments with O-2 and beta-carotene, was observed. Quantum yield of intersystem crossing (Phi(T)) and the lowest triplet energy (E-T1) Of (3)(NBT-)* were evaluated to be 0.36 and 58 kcal/mol, respectively, in ethanol. In aprotic polar solvents such as acetonitrile, both (3)(NBT-)* and NBS. were produced in the same time. Electron transfer occurs from donors to (3)(NBT-)* and to NBS.. For an electron acceptor, the electron-transfer reaction takes place from only (3)(NBT-)* and not from NBS.. Thus, NBSH can be used as a selective generator of the thione triplet and thio radical by changing the properties, such as polarity and protic/aprotic character, of the solvents used.

  DOI：

  10.1021/jo982133x

文献信息

• Solvent Effects on the <i>O</i>-Neophyl Rearrangement of 1,1-Diarylalkoxyl Radicals. A Laser Flash Photolysis Study
  作者：Massimo Bietti、Michela Salamone

  DOI：10.1021/jo0518755

  日期：2005.12.1

  A laser flash photolysis study has been carried out to assess solvent effects on the O-neophyl rearrangement of 1,1-diarylalkoxyl radicals. The rearrangement rate constant k decreases by increasing solvent polarity and an excellent correlation with negative slope is obtained between log k and the solvent polarity parameter ETN. These evidences are in full agreement with the previous indication that

  进行了激光闪光光解研究，以评估溶剂对1,1-二芳基烷氧基自由基的O-新叶重排的影响。重排速率常数k通过增加溶剂极性而降低，并且在log k和溶剂极性参数E T N之间获得与负斜率的极好的相关性。这些证据与先前的迹象完全一致，即内部电荷分离的程度随着从起始的1,1-二芳基烷氧基自由基过渡到过渡态而降低。