4-Methyl-N-[4-oxo-3,5-bis(propan-2-YL)cyclohexa-2,5-dien-1-ylidene]benzene-1-sulfonamide | 75531-77-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 4-Methyl-N-[4-oxo-3,5-bis(propan-2-YL)cyclohexa-2,5-dien-1-ylidene]benzene-1-sulfonamide
• 英文别名: 4-methyl-N-[4-oxo-3,5-di(propan-2-yl)cyclohexa-2,5-dien-1-ylidene]benzenesulfonamide
• CAS: 75531-77-0
• 化学式: C₁₉H₂₃NO₃S
• mdl: MFCD00623680
• 分子量: 345.463
• InChiKey: BQNHJGXAPPCQRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  72
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-Methyl-N-[4-oxo-3,5-bis(propan-2-YL)cyclohexa-2,5-dien-1-ylidene]benzene-1-sulfonamide 在 substituted hydrazine 作用下， 反应 12.0h， 生成 N-[4-Hydroxy-3,5-bis(propan-2-YL)phenyl]-4-methylbenzene-1-sulfonamide
  参考文献：
  名称：

  1,4-苯醌单亚胺的N-磺酰基衍生物与取代肼的反应

  摘要：

  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。

  DOI：

  10.1134/s1070428016050055
• 作为产物：
  描述：

  4-Amino-2,6-diisopropyl-phenol 在 lead(IV) acetate 、 碳酸氢钠 作用下， 以 溶剂黄146 为溶剂， 生成 4-Methyl-N-[4-oxo-3,5-bis(propan-2-YL)cyclohexa-2,5-dien-1-ylidene]benzene-1-sulfonamide
  参考文献：
  名称：

  Synthesis and¹³C NMR Spectra of N-Substituted p-Quinonimines: III. N-Arylthio- and N-Arylsulfonyl-1,4-benzoquinonimines with Enhanced Electron-donor Character of Quinoid Ring

  摘要：

  Incorporation of alkyl substituents into quinonimine fragments of N-arylthio- and N-arylsulfonyl-1,4-benzoquinonimines results in virtually equal changes in the chemical shifts of the carbon atoms from this fragment compared to those of unsubstituted and chloroderivatives. The substituents in the benzene ring also similarly affect the spectra of both groups of alkyl-substituted compounds. The pattern observed is due to the lack of a unique conjugation system, and the alterations revealed in the spectra might be caused by the changes in the geometry of the molecules.

  DOI：

  10.1023/b:rujo.0000045891.38918.40

文献信息

• Burmistrov, K. S.; Burmistrov, S. I., Journal of Organic Chemistry USSR (English Translation), 1980, vol. 16, # 7, p. 1279 - 1284
  作者：Burmistrov, K. S.、Burmistrov, S. I.

  DOI：——

  日期：——
• Nichvoloda, V. M.; Burmistrov, K. S.; Markov, V. I., Journal of Organic Chemistry USSR (English Translation), 1985, vol. 21, # 5, p. 973 - 976
  作者：Nichvoloda, V. M.、Burmistrov, K. S.、Markov, V. I.

  DOI：——

  日期：——
• Zakatov, V.V.; Dubina, V.L.; Torubarnov, I.V., Russian Journal of Organic Chemistry, 1994, vol. 30, # 2, p. 303 - 306
  作者：Zakatov, V.V.、Dubina, V.L.、Torubarnov, I.V.

  DOI：——

  日期：——
• Reactions of N-substituted 2,6(3,5)-dialkyl-1,4-benzoquinone imines with arenesulfinic acids
  作者：A. P. Avdeenko、S. A. Konovalova、D. A. Roman’kov、K. S. Burmistrov、V. M. Nichvoloda、O. V. Shishkin、R. I. Zubatyuk、G. V. Palamarchuk

  DOI：10.1134/s1070428009010084

  日期：2009.1

  The regioselectivity in the reactions of N-arylsulfonyl-2,6-dialkyl-1,4-benzoquinone imines with arenesulfinic acids (1,6-, 6,1-, or 6,3-addition) is determined by steric factor, while in the reactions of N-aroyl-1,4-benzoquinone imines electronic effect of substituents in the quinoid ring is crucial. The reactions of N-arylsulfonyl-3,5-dimethyl-1,4-benzoquinone imines with arenesulfinic acids follow mainly the 1,4-addition pattern. N-(N-Arylsulfonylbenzimidoyl)-1,4-benzoquinone imines are capable of reacting in a way similar to both N-arylsulfonyl and N-aroyl derivatives.
• Halogenation of N-substituted p-quinone monoimines and p-quinone monooxime esters: VII. Halogenation of 4-aroyl(arylsulfonyl)imino- and 4-aroyl(arylsulfonyl)-oxyimino-2,6-diisopropylcyclohexa-2,5-dien-1-ones
  作者：A. P. Avdeenko、V. V. Pirozhenko、O. V. Shishkin、S. V. Shishkina、S. A. Konovalova、O. N. Ludchenko

  DOI：10.1134/s1070428008040131

  日期：2008.4

  Halogenation of 4-aroyl(arylsulfonyl)imino-2,6-diisopropylcyclohexa-2,5-dien-1-ones gave 4-aroyl(arylsulfonyl)imino-3-halo-2,6-diisopropylcyclohexa-2,5-dien- -1-ones and 4-aroyl(arylsulfonyl)imino-3,5,6-trihalo-2,6-diisopropylcyclobex-2-en-1-ones. The latter were formed as mixtures of two stereoisomers, and the isopropyl group on the sp(3)-hybridized carbon atom in one stereoisomer occupies axial position, which is untypical of such compounds. Halogenation of 4-aroyl(arylsulfonyl)oxyimino-2,6-diisopropylcyclohexa-2,5-dien-1-ones leads to the formation of the corresponding addition products with traditional trans-diaxial arrangement of the halogen atoms.