N-甲基-N-亚硝基戊酰胺 | 16451-26-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: N-甲基-N-亚硝基戊酰胺
• 英文名称: N-methyl-N-nitrosovaleramide
• 英文别名: N-methyl-N-nitrosopentanamide；N-Nitroso-N-methyl-valeramid；N-Nitroso-N-methylvaleramide
• CAS: 16451-26-6
• 化学式: C₆H₁₂N₂O₂
• 分子量: 144.173
• InChiKey: LISVDTUFBLUUJE-UHFFFAOYSA-N

物化性质

• 沸点：
  72.0-72.5 °C(Press: 11 Torr)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  49.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  戊酰氯 在 calixarene-nitrosonium 、 potassium carbonate 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 N-甲基-N-亚硝基戊酰胺
  参考文献：
  名称：

  迈向NOX气体的超分子固定：用于亚硝化的封装试剂。

  摘要：

  已证明在溶液和固态下使用简单的杯[4]芳烃进行化学转化为NO2 / N2O4气体。与这些气体反应后，杯芳烃1在其腔内封入亚硝基（NO +）阳离子，并形成稳定的杯芳烃-NO +络合物2。空穴效应控制着它们的反应性和选择性。配合物2被有效地用于仲酰胺5的亚硝化，包括手性衍生物。观察到独特的尺寸-形状选择性，允许较少拥挤的5-ae N-Me酰胺进行独家亚硝化（产率高达95％）。由于对包封的NO +试剂的阻碍方法，大块的N-Alk（Alk> Me）基材5不反应。制备了坚固的硅胶基杯芳烃材料3，其可逆地捕集到NO2 / N2O4，并形成储存有NO +的硅胶4。对于材料4，对于亚硝化，观察到相似的尺寸-形状选择性。获得N-Me-N-亚硝基衍生物6 d，e的收率约为30％，而将体积较大的酰胺亚硝化的收率要低得多（<8％）。测试了对映体纯的包封试剂2d的消旋酰胺5t的亚硝化，显示适度但可重现的立体选择性和

  DOI：

  10.1002/chem.200400939

文献信息

• The photolysis of nitrosamides
  作者：Lester P. Kuhn、George G. Kleinspehn、Alan C. Duckworth

  DOI：10.1021/ja00991a030

  日期：1967.7
• Encapsulated Reagents for Nitrosation
  作者：Grigory V. Zyryanov、Dmitry M. Rudkevich

  DOI：10.1021/ol0342195

  日期：2003.4.1

  A novel class of stable, mild, and size-shape-selective nitrosating agents for secondary amides is introduced. These are based on reversible entrapment and release of reactive nitrosonium species by calix[4]arenes. The NO+ encapsulation controls the reaction selectivity.
• Toward Synthetic Tubes for NO₂/N₂O₄:  Design, Synthesis, and Host−Guest Chemistry
  作者：Grigory V. Zyryanov、Dmitry M. Rudkevich

  DOI：10.1021/ja0392869

  日期：2004.4.1

  Design of molecular nanotubes is proposed for entrapment and conversion of NO2/N2O4 gases. Synthesis of 1,3-alternate bis-calix[4]arene tube 3 of 5 x 11 Angstrom internal dimensions is presented, and its reversible reactions with NO2/N2O4 in solution are studied. Exposure of 3 to NO2/N2O4 in chlorinated solvents results in the rapid encapsulation of nitrosonium (NO+) cations within its interior. Mono- and dinitrosonium complexes 4 and 5, respectively, were isolated and characterized by UV-vis, FTIR, and H-1 NMR spectroscopies, and also molecular modeling. The NO+ entrapment process is reversible, and addition of water quickly recovered starting tube 3. Encapsulated within the tube NO+ species act as nitrosating agents for secondary amides. These findings open wider perspectives toward NO2/NOx storing and converting materials and also offer a promise for further development of supramolecular chemistry of synthetic nanotubes.
• COMPOUNDS DERIVED FROM MUSCODOR FUNGI
  申请人：Jimenez Jorge I.

  公开号：US20120058058A1

  公开（公告）日：2012-03-08

  The present invention relates to novel compounds and compositions and the use of them for the control of fungal and bacterial pathogens, insect pests, acari, nematodes and other invertebrate pests including, but not limited to post-harvest and soil diseases, building mold remediation, and seed and grain sanitation.
• US8728442B2
  申请人：——

  公开号：US8728442B2

  公开（公告）日：2014-05-20