2,4,6-trimethylbenzoyl-N-methylhydroxylamine | 24962-88-7

• 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: 2,4,6-trimethylbenzoyl-N-methylhydroxylamine
• 英文别名: N-methyl 2,4,6-trimethylbenzohydroxamic acid；N-methyl-2,4,6-trimethylbenzohydroxamic acid；N-Hydroxy-N,2,4,6-tetramethylbenzamide
• CAS: 24962-88-7
• 化学式: C₁₁H₁₅NO₂
• 分子量: 193.246
• InChiKey: YOJCVIGAYPOSJX-UHFFFAOYSA-N

物化性质

• 沸点：
  349.5±52.0 °C(Predicted)
• 密度：
  1.107±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,4,6-trimethylbenzoyl-N-methylhydroxylamine 生成 (Z)-hydroxy-[hydroxy-(2,4,6-trimethylphenyl)methylidene]-methylazanium
  参考文献：
  名称：

  LOBO, A. M.;PRABHAKAR, S.;TAVARES, M. R., TETRAHEDRON LETT., 1981, 22, N 31, 3007-3008

  摘要：

  DOI：
• 作为产物：
  描述：

  N-甲基羟胺 、 2,4,6-三甲基苯甲酰氯 反应 2.0h， 以89%的产率得到2,4,6-trimethylbenzoyl-N-methylhydroxylamine
  参考文献：
  名称：

  Cytotoxic and Antioxidant Activities of Benzohydroxamic Acid Analogues

  摘要：

  DOI：

  10.5012/bkcs.2013.34.10.3098

文献信息

• Lawesson's reagent for direct thionation of hydroxamic acids: Substituent effects on LR reactivity
  作者：Witold Przychodzeń

  DOI：10.1002/hc.20259

  日期：——

  To explore the generality and scope of direct thionation of hydroxamic acids (HAs), the reaction of various structurally diverse HAs with Lawesson's reagent was investigated. The yield of thiohydroxamic acid (THAs) is poor when HAs possess bulky acyl and/or N-substituents, acidic α-hydrogen atoms, or an N-phenyl ring. THAs yields were correlated with Brown sigma parameter. The relative rates of two

  为了探索异羟肟酸 (HA) 直接硫化的一般性和范围，研究了各种结构不同的 HA 与劳森试剂的反应。当 HA 具有庞大的酰基和/或 N-取代基、酸性 α-氢原子或 N-苯环时，硫代异羟肟酸 (THA) 的产率很低。THA 产量与 Brown sigma 参数相关。还测量了两个后续过程 k 和 k 的相对速率。还发现了 N-异丙基苯并硫代异羟肟酸的次甲基质子化学位移的相关性。© 2006 Wiley Periodicals, Inc. 杂原子化学 17:676–684, 2006; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20259
• Kalinin, V. N., Journal of Organic Chemistry USSR (English Translation), 1984, vol. 20, # 5, p. 936 - 939
  作者：Kalinin, V. N.

  DOI：——

  日期：——
• Photocatalytic C(sp3)‐H gem‐Difluoroallylation and Alkylation with Alkenes via a Base‐Assisted Formal 1,2‐Hydrogen Atom Transfer of Amidyl Radicals
  作者：Meifang Tang、Bingbing Feng、Yanyang Bao、Zhongtian Xu、Chao Huang、Hanliang Zheng、Gangguo Zhu、Yanan Wang、Zheliang Yuan

  DOI：10.1002/cjoc.202400122

  日期：2024.9.15

  Comprehensive SummaryCompared to well‐established 1,5‐HAT of N‐centered radicals, the synthetic applications of 1,2‐HAT process were scarce due to the high barrier and constrained three‐membered transition state. Here, we have developed a novel C(sp3)‐H gem‐difluoroallylation via a base assisted formal 1,2‐HAT of amidyl radicals with the reductive quenching cycle of photocatalyst. This transformation enables the efficient formation of α‐aminoalkyl radicals via 1,2‐HAT and showcases good functional group tolerance. Our preliminary mechanistic experiments, along with Density Functional Theory (DFT) calculations demonstrate the feasibility of 1,2‐HAT of amidyl radicals, especially when assisted by a base. Furthermore, our method also succeeds in the Giese addition of electron‐deficient alkenes as well as styrene.