3-carbamoyl-1-dodecyl-pyridinium | 13094-69-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-carbamoyl-1-dodecyl-pyridinium
• 英文别名: 3-Aminocarbonyl-1-dodecylpyridinium；1-Dodecyl-3-carbamoyl-pyridinium；3-Carbamoyl-1-dodecylpyridinium；N-Dodecyl-3-carbamoylpyridinium；1-Dodecylpyridin-1-ium-3-carboxamide
• CAS: 13094-69-4
• 化学式: C₁₈H₃₁N₂O
• 分子量: 291.457
• InChiKey: PLLLKQPEFSRIPV-UHFFFAOYSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  21
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  47
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  氰离子 、 3-carbamoyl-1-dodecyl-pyridinium 在 micellized cetyltrimethylammonium cyanide 作用下， 生成 4-Cyano-N-dodecyl-3-carbamoylpyridin
  参考文献：
  名称：

  胶束催化的假相模型。氰化物离子与 N-烷基吡啶鎓离子的加成

  摘要：

  阳离子胶束加速氰化物离子添加到 N-烷基-3-羰基溴化吡啶鎓（烷基 = N-C12H25、N-C14H29、N-C16H33）的 4 位。在高浓度的十六烷基三甲基氰化铵 (CTACN) 下，随着底物结合接近完成，反应速率变得几乎与 (CTACN) 无关。随着十六烷基三甲基溴化铵 (CTABR) 浓度的增加，这些反应的速率在 0.005 M Cn/sup -/ 中达到最大值。两种表面活性剂的速率-表面活性剂曲线符合胶束催化的假相模型。使用测量的底物与 CTABR 胶束的结合，胶束假相中的二级速率常数几乎与水中的相同。因此，整个速率的提高是由于胶束假相中反应物的浓度。34 参考。

  DOI：

  10.1021/ja00531a036
• 作为产物：
  描述：

  1-十二烷基-4H-吡啶-3-甲酰胺 在 cobalt(III) acetylacetonate 、 H₃BO₃ buffer 、 sodium dodecyl-sulfate 作用下， 以 甲醇 、 水 为溶剂， 反应 1.0h， 生成 3-carbamoyl-1-dodecyl-pyridinium
  参考文献：
  名称：

  1,4-二氢烟酰胺衍生物的胶束加速光催化还原三乙酰丙酮钴（III）

  摘要：

  十二烷基硫酸钠的阴离子胶束通过还原剂和底物的缩合（或掺入）显着促进了1,4-二氢烟酰胺衍生物（BNAH和DNAH）光加速还原三（乙酰ac基）钴（III）。反应过程中产生的阳离子物种（例如BNAH· +和BNA +）的稳定化。

  DOI：

  10.1039/c39840000787

文献信息

• Micellar effects on photoinduced electron transfer from 1,4-dihydronicotinamide derivatives to tris(acetylacetonato)cobalt(III)
  作者：Kohichi Yamashita、Hitoshi Ishida、Katsutoshi Ohkubo

  DOI：10.1021/j100166a053

  日期：1991.6

  The photoreduction of tris(acetylacetonato)cobalt(III) ([Co(acac)3]) by 1-benzyl-1,4-dihydronicotinamide (BNAH) and 1-dodecyl-1,4-dihydronicotinamide (DNAH) was performed with or without the surfactants anionic sodium dodecyl sulfate (SDS), anionic sodium decyl sulfate (SDeS), cationic dodecyltrimethylammonium chloride (DTAC), and cationic hexadecyltrimethylammonium bromide (HTAB). The quantum yields (PHI) of the present photoreduction were not appreciably changed by the cationic micelles but enhanced remarkably by the anionic micelles. The maximum enhancement by SDS was obtained in the reduction of [Co(acac)3] by DNAH which possessed a long alkyl chain. Kinetic models, in which the reactants were distributed between a micellar phase and an aqueous phase, were used to explain the micellar effects. The anionic SDS micelles accelerated the electron transfer from photoexcited NADH model compounds (BNAH* and DNAH*) to [Co(acac)3] in the micellar phase by concentrating them and by lengthening lifetimes of BNAH* and DNAH*. In the cationic DTAC micellar phase, however, the electron-transfer rate was retarded, despite the concentration of the reactants and the lengthening of lifetimes of BNAH* and DNAH*. Such a difference in the reaction rate between SDS and DTAC was explained by the difference in the micellar effect on the extent of heterolytic dissociation of the encounter complex of photoexcited NADH model compounds and [Co(acac)3].
• The pseudophase model of micellar catalysis. Addition of cyanide ion to N-alkylpyridinium ions
  作者：Clifford A. Bunton、Laurence S. Romsted、Chirasarit Thamavit

  DOI：10.1021/ja00531a036

  日期：1980.5

  Cationic micelles speed addition of cyanide ion to the 4 position of N-alkyl-3-carbomoylpyridinium bromide (alkyl = N-C12H25, N-C14H29, N-C16H33). At high concentration of cetyltrimethylammonium cyanide (CTACN) the reaction rates become almost independent of (CTACN) as substrate binding approaches completion. The rates of these reactions in 0.005 M Cn/sup -/ go through maxima with increasing concentration

  阳离子胶束加速氰化物离子添加到 N-烷基-3-羰基溴化吡啶鎓（烷基 = N-C12H25、N-C14H29、N-C16H33）的 4 位。在高浓度的十六烷基三甲基氰化铵 (CTACN) 下，随着底物结合接近完成，反应速率变得几乎与 (CTACN) 无关。随着十六烷基三甲基溴化铵 (CTABR) 浓度的增加，这些反应的速率在 0.005 M Cn/sup -/ 中达到最大值。两种表面活性剂的速率-表面活性剂曲线符合胶束催化的假相模型。使用测量的底物与 CTABR 胶束的结合，胶束假相中的二级速率常数几乎与水中的相同。因此，整个速率的提高是由于胶束假相中反应物的浓度。34 参考。
• Micellar-accelerated photoreduction of tris(acetylacetonato)cobalt(III) by 1,4-dihydronicotinamide derivatives
  作者：Katsutoshi Ohkubo、Kohichi Yamashita、Shigeyoshi Sakaki

  DOI：10.1039/c39840000787

  日期：——

  The photo-accelerated reduction of tris(acetylacenato)cobalt(III) by 1,4-dihydronicotinamide derivatives (BNAH and DNAH) was considerably promoted by anionic micelles of sodium dodecylsulphate through the condensation (or incorporation) of the reductant and the substrate and through the stabilization of cationic species (such as BNAH·+ and BNA+), generated during the reaction.

  十二烷基硫酸钠的阴离子胶束通过还原剂和底物的缩合（或掺入）显着促进了1,4-二氢烟酰胺衍生物（BNAH和DNAH）光加速还原三（乙酰ac基）钴（III）。反应过程中产生的阳离子物种（例如BNAH· +和BNA +）的稳定化。