N-methyl-m,m-dinitroacetanilide | 54338-36-2

• 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: N-methyl-m,m-dinitroacetanilide
• 英文别名: 3',5'-dinitro-N-methylacetanilide；N-Methyl-N-(3',5'-dinitrophenyl)acetamid；3',5'-Dinitro-N-methylacetanilid；N-Methyl-3,5-dinitroacetanilid；N-(3,5-dinitrophenyl)-N-methylacetamide
• CAS: 54338-36-2
• 化学式: C₉H₉N₃O₅
• 分子量: 239.188
• InChiKey: TWEKHSHTGIPEPG-UHFFFAOYSA-N

物化性质

• 熔点：
  135 °C
• 沸点：
  390.9±32.0 °C(Predicted)
• 密度：
  1.451±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  112
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,5-二硝基苯胺 在 吡啶 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 N-methyl-m,m-dinitroacetanilide
  参考文献：
  名称：

  Amide Conformational Switching Induced by Protonation of Aromatic Substituent

  摘要：

  Introduction of an electron-withdrawing group on the aromatic ring of N-methylacetanilide decreased the ratio of the cis conformer, and the ratio correlates well with the Hammett sigma values of the substituents. These steric properties can be applied to achieve amide conformational swiching by protonation at the aromatic substituent of 4-[bis(dimethylamino)]-N-methylacetanilide or N-[p-(dimethylamino)phenyl]-N- phenylacetamide.

  DOI：

  10.1021/ol034344g

文献信息

• Method of preventing coccidiosis with 3,5-dinitroaniline derivatives and
  申请人：May & Baker Limited

  公开号：US03976786A1

  公开（公告）日：1976-08-24

  Compounds of the formula: ##SPC1## Wherein R.sup.1 represents hydrogen, methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl or sec-butyl, R.sup.2 represents hydrogen or alkyl of 1 through 4 carbon atoms or cycloalkyl of 3 or 4 carbon atoms, and R.sup.3 represents hydrogen, methyl or ethyl, all of which are novel except for three compounds, have been found to be of use in the prevention of coccidiosis in chickens.

  化合物的公式为：##SPC1## 其中R.sup.1代表氢、甲基、乙基、正丙基、异丙基、正丁基、异丁基或仲丁基，R.sup.2代表氢或1至4个碳原子的烷基或3或4个碳原子的环烷基，R.sup.3代表氢、甲基或乙基，除了三种化合物外，所有这些都是新的，已发现在预防鸡球虫病中有用。
• Amide Conformational Switching Induced by Protonation of Aromatic Substituent
  作者：Ryu Yamasaki、Aya Tanatani、Isao Azumaya、Shoichi Saito、Kentaro Yamaguchi、Hiroyuki Kagechika

  DOI：10.1021/ol034344g

  日期：2003.4.1

  Introduction of an electron-withdrawing group on the aromatic ring of N-methylacetanilide decreased the ratio of the cis conformer, and the ratio correlates well with the Hammett sigma values of the substituents. These steric properties can be applied to achieve amide conformational swiching by protonation at the aromatic substituent of 4-[bis(dimethylamino)]-N-methylacetanilide or N-[p-(dimethylamino)phenyl]-N- phenylacetamide.