p-Toluol-sulfonyl-nitren | 23290-00-8

• 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-Toluol-sulfonyl-nitren
• 英文别名: Azanylidyne-(4-methylcyclohexa-1,4-dien-1-yl)-dioxido-lambda6-sulfane；azanylidyne-(4-methylcyclohexa-1,4-dien-1-yl)-dioxido-λ6-sulfane
• CAS: 23290-00-8
• 化学式: C₇H₇NO₂S
• 分子量: 169.204
• InChiKey: XGUPRPGSDYYPTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.78
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  70.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对甲苯磺酰叠氮 以 二氯甲烷 为溶剂， 生成 p-Toluol-sulfonyl-nitren
  参考文献：
  名称：

  探索的光化学p -bromophenylsulfonyl，p通过超快UV-泵-IR-探测光谱和计算甲苯磺酰基和甲磺酰基叠氮化物†

  摘要：

  的光化学p -bromophenylsulfonyl叠氮化物（BSN 3），p甲苯磺酰基叠氮化物（TSN 3）和甲基磺酰基叠氮化物（MSN 3），研究了飞秒时间分辨红外光谱用CH 2氯2和CCl 4作为溶剂与量子化学沿计算。267 nm光激发后这些叠氮化物的光解导致各自的叠氮化物S 1激发态的聚集。S 1激发态的衰减导致单线态氮的形成。在BsN 3的情况下，发现衰变与拟Curtius Photoproduct（PCP）BrC 6 H 4 NSO 2的形成有关。通过在势能表面上定位相应的过渡态，显示了三叠氮化物过渡到单线态氮烯和PCP时的瞬态电子基态。单峰的寿命1（BSN）和1（TSN）的氮烯是τ小号=约20皮秒在CH 2氯2和~700 PS中的CCl 4。背心1未检测到（MsN）。由于快速的系统间穿越（ISC），单线态氮烯转化为能量较低的三线态自旋异构体，形成时间常数等于相应的单线态氮烯寿

  DOI：

  10.1039/c5cp07636f

文献信息

• Spectroscopy and Kinetics of Triplet 4-Methylbenzenesulfonylnitrene
  作者：Jean-Claude Garay、Vincent Maloney、Matthew Marlow、Phillip Small

  DOI：10.1021/jp9528525

  日期：1996.1.1

  Triplet 4-methylbenzenesulfonylnitrene 3 was studied by solution phase laser flash photolysis, low-temperature absorption spectroscopy, and low-temperature EPR spectroscopy. Upon laser flash photolysis of 4-methylbenzenesulfonyl azide 1 in ethanol, absorption maxima were observed at 325 and 460 nm while in cyclohexane, a single maximum was observed at 310 nm. The short-wavelength absorptions were assigned to the triplet nitrene. There was no evidence that hydroxylic solvents catalyzed intersystem crossing from the singlet to the triplet state of 3. After irradiation of 1 in an EPA glass at 77 K, a band at 313 nm was observed. The zero-field splitting parameters from the EPR spectrum of the nitrene in an EPA glass at 77 K were \D/hc\ = 1.471 cm(-1) and \E/hc\ = 0 cm(-1). Remarkably, 3 was not stable at 77 K in EPA. Irradiation of 1 also produced a second nitrene species, possibly (4-methylphenyl)nitrene, with \D/hc\ = 0.9840 cm(-1) and \E/hc\ = 0 cm(-1). The decay of the 325 nm transient was first order in ethanol (tau = 8.96 +/- 0.48 mu s), methanol (tau = 8.18 +/- 0.08 mu s), and methanol-d(4) (tau = 8.02 +/- 1.76 mu s).