N-(2,5-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)trifluoromethanesulfonamide | 1309965-29-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: N-(2,5-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)trifluoromethanesulfonamide
• CAS: 1309965-29-4
• 化学式: C₉H₈F₃NO₃S
• 分子量: 267.229
• InChiKey: QTGQGBQDYFJYAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.75
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  63.57
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-(2,5-dimethyl-4-oxocyclohexa-2,5-dien-1-ylidene)trifluoromethanesulfonamide 在 sodium azide 作用下， 以 溶剂黄146 为溶剂， 反应 0.5h， 生成 N-(3-azido-2,5-dimethyl-4-oxocyclohexa-2,5-dienylidene)trifluoromethanesulfonamide
  参考文献：
  名称：

  N-磺酰基-1,4-苯醌亚胺与叠氮化钠的反应

  摘要：

  取决于条件和反应物的添加顺序，N-磺酰基-1,4-苯醌亚胺与叠氮化钠的反应得到N-（3-叠氮基-4-羟基苯基）链烷烃（芳烃）磺酰胺，N-（3 -叠氮基-4-氧代环己基-2,5-二烯叉基）链烷烃（芳烃）磺酰胺和N-（3,5-二叠氮基-4-羟基苯基）链烷烃磺酰胺。量子化学计算表明，该反应开始于在醌亚胺上添加叠氮化物离子。

  DOI：

  10.1134/s1070428016010048

文献信息

• Reaction of N-sulfonyl derivatives of 1,4-benzoquinone monoimine with substituted hydrazines
  作者：S. A. Konovalova、A. P. Avdeenko、S. A. Goncharova、V. V. D’yakonenko、S. V. Shishkina

  DOI：10.1134/s1070428016050055

  日期：2016.5

  Reaction direction of N-sulfonyl derivatives of 1,4-benzoquinone monoimine with substituted hydrazines depends on the redox potential of the quinone imine and on the basicity of the hydrazine. Aryl (alkyl)hydrazines of high basicity favor the reduction of quinone monoimine. In reactions with less basic aroylhydrazones N'-(4-oxocyclohexa-2,5-dienylidene)aroylhydrazides were obtained only from the alkylsubstituted

  1,4-苯醌单亚胺的N-磺酰基衍生物与取代的肼的反应方向取决于醌亚胺的氧化还原电势和肼的碱性。高碱性的芳基（烷基）肼有助于减少醌单亚胺。在与碱性较低的芳酰基hydr的反应中，仅从具有较低氧化还原电势的N-磺酰基衍生物的喹啉环中取代的烷基获得N ′-（4-氧代环己二-2，5-二烯基）芳酰基酰肼。
• Reactions of N-aryl(methyl, trifluoromethyl)sulfonyl-1,4-benzoquinone monoimines with sodium sulfinates
  作者：A. P. Avdeenko、S. A. Konovalova、O. N. Mikhailichenko、S. V. Shelyazhenko、V. V. Pirozhenko、L. M. Yagupol’skii

  DOI：10.1134/s107042801202011x

  日期：2012.2

  In reactions with sodium sulfinates of N-substituted 1,4-benzoquinone monoimines with the quinoid ring having free positions 2 and/or 6 the fraction of products of 1,4-addition of the sulfinate ion grows in the series ArSO2 -> MeSO2 -> CF3SO2. In the case of 2,6-dimethyl derivatives the 1,6-addition is preferable, and the amount of products of 6,1-addition decreases.
• Synthesis and thiocyanation of N-alkyl(trifluoromethyl)sulfonyl 1,4-benzoquinone monoimines
  作者：A. P. Avdeenko、S. A. Konovalova、O. N. Mikhailichenko、S. V. Shelyazhenko、V. V. Pirozhenko、L. M. Yagupol’skii

  DOI：10.1134/s1070428011040075

  日期：2011.4

  New N-alkyl(trifluoromethyl)sulfonyl 1,4-benzoquinone monoimines were synthesized, and their thiocyanation gave 5-alkyl(trifluoromethyl)sulfonylamino-1,3-benzoxathiol-2-ones. An intermediate thiocyanation product, 5-trifluoromethylsulfonylamino-1,3-benzoxathiol-2-imine, was isolated for the first time.