1-十二烷基-4H-吡啶-3-甲酰胺 | 56253-84-0

• 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
• 中文名称: 1-十二烷基-4H-吡啶-3-甲酰胺
• 英文名称: 1-n-dodecyl-1,4-dihydronicotinamide
• 英文别名: 1-dodecyl-1,4-dihydronicotinamide；1-dodecyl-1,4-dihydro-pyridine-3-carboxylic acid amide；1-Dodecyl-1,4-dihydronicotinamid；N-Dodecyl-1,4-dihydronicotinamid；3-Pyridinecarboxamide, 1-dodecyl-1,4-dihydro-；1-dodecyl-4H-pyridine-3-carboxamide
• CAS: 56253-84-0
• 化学式: C₁₈H₃₂N₂O
• 分子量: 292.465
• InChiKey: VXODVNHASCKVEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  21
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  1-n-dodecylnicotinamide iodide 生成 1-十二烷基-4H-吡啶-3-甲酰胺
  参考文献：
  名称：

  Tomizaki, Kin-Ya; Tsunekawa, Yoshiro; Akisada, Hideo, Journal of the Chemical Society. Perkin Transactions 2 (2001), 2000, # 4, p. 813 - 822

  摘要：

  DOI：

文献信息

• Luminescence, charge-transfer complexes, and photoredox processes involving N-alkyl nicotinamide/dihydronicotinamide surfactants
  作者：K. Kalyanasundaram、T. Colassis、R. Humphry-Baker、P. Savarino、E. Barni、E. Pelizzetti、M. Graetzel

  DOI：10.1021/ja00191a029

  日期：1989.4

  Reference LPI-ARTICLE-1989-011doi:10.1021/ja00191a029View record in Web of Science Record created on 2006-02-21, modified on 2017-05-12

  参考 LPI-ARTICLE-1989-011doi:10.1021/ja00191a029在 Web of Science 记录中查看记录创建于 2006-02-21，修改于 2017-05-12
• 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].
• Tomizaki, Kin-Ya; Tsunekawa, Yoshiro; Akisada, Hideo, Journal of the Chemical Society. Perkin Transactions 2 (2001), 2000, # 4, p. 813 - 822
  作者：Tomizaki, Kin-Ya、Tsunekawa, Yoshiro、Akisada, Hideo、Mihara, Hisakazu、Nishino, Norikazu

  DOI：——

  日期：——
• 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。