1-phenyl-2,2-dimorpholin-1-yl-ethanone | 6425-12-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-phenyl-2,2-dimorpholin-1-yl-ethanone
• 英文别名: 2,2-di-morpholin-4-yl-1-phenyl-ethanone；2,2-Dimorpholin-4-yl-1-phenylethanone
• CAS: 6425-12-3
• 化学式: C₁₆H₂₂N₂O₃
• 分子量: 290.362
• InChiKey: XSMBYMOYYYXCCT-UHFFFAOYSA-N

物化性质

• 沸点：
  437.4±45.0 °C(Predicted)
• 密度：
  1.186±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  42
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-phenyl-2,2-dimorpholin-1-yl-ethanone 在 硫酸 作用下， 生成 N,N'-(benzoylmethylene)diacetamide
  参考文献：
  名称：

  Le Floc'h,Y. et al., Bulletin de la Societe Chimique de France, 1979, vol. , p. 409 - 414

  摘要：

  DOI：
• 作为产物：
  描述：

  吗啉 、 2,2-二氯苯乙酮 以 四氢呋喃 为溶剂， 反应 48.0h， 生成 1-phenyl-2,2-dimorpholin-1-yl-ethanone
  参考文献：
  名称：

  对5-取代的3-氨基-1,2,4-三嗪的区域选择性方法。

  摘要：

  容易获得的α，α-二溴酮与过量的吗啉进行亲核置换，得到相应的酮缩醛，在OHOH存在下与氨基胍在MeOH中缩合后，得到95％以上的5-取代的3-氨基-1,2,4-三嗪区域选择性和45-76％的分离产率。[反应：看文字]

  DOI：

  10.1021/ol034602+

文献信息

• Über Aminale und Halbaminale von α-Ketoaldehyden 43. Mitt. über α-halogenierte Amine
  作者：H. Böhme、Y. S. Sadanandam

  DOI：10.1002/ardp.19733060309

  日期：——

  α‐Ketoaldehyden 1 und 1 Mol sekundärem Amin entstehen die Halbaminale 4, die durch Dehydrierung in Glyoxylsäureamide 6 übergehen. Aminale 5 sind durch Kondensation von α‐Ketoaldehyden 1 mit 2 Mol. oder durch Umsetzung von α,α‐Dichlorketonen 2 mit 4 Mol. sekundärem Amin zugänglich, sie werden durch Acetylchlorid zu α‐halogenierten Aminen 8 gespalten. Durch Kondensation von α,α‐Dichloraceton und 2 Mol. Dimethylamin

  半缩醛 4 由 α-酮醛 1 和 1 摩尔仲胺形成，通过脱氢转化为乙醛酰胺 6。胺 5 可通过 α-酮醛 1 与 2 mol 的缩合获得，或通过 α, α-二氯酮 2 与 4 mol 的仲胺反应得到；它们被乙酰氯裂解得到 α-卤代胺 8。α, α-二氯丙酮和 2 摩尔二甲胺或哌啶的缩合产生 1-氨基-3-二氯甲基-2-丁烯-1-甲酰胺 16 的衍生物。
• Aerial Oxidation of 2,2-Dibromo-1-Aryl and Heteroaryl Ethanones: A Facile Synthesis of Aryl and Heteroaryl α-Keto Amides
  作者：U. Syam Kumar、D. Shanmugapriya、R. Shankar、G. Satyanarayana、Vilas Dahanukar、N. Vembu

  DOI：10.1055/s-0028-1087353

  日期：2008.12

  The aerial oxidation of various 2,2-dibromo-1-aryl and heteroaryl ethanones to α-keto amides in the presence of air or oxygen and secondary amines are described. The reaction provides α-keto amides in moderate to good yields. The versatility of the reaction was established by synthesizing a series of α-keto amides by the reaction of dibromoethanones derived from aryl and heteroaryl ketones with cyclic

  描述了在空气或氧气和仲胺存在下，各种 2,2-二溴-1-芳基和杂芳基乙酮到 α-酮酰胺的空中氧化。该反应以中等至良好的产率提供α-酮酰胺。该反应的多功能性是通过由芳基和杂芳基酮衍生的二溴乙酮与环状和非环状脂肪族仲胺反应合成一系列α-酮酰胺来建立的。
• Le Floc'h,Y., Bulletin de la Societe Chimique de France, 1978, vol. <II>, p. 595 - 601
  作者：Le Floc'h,Y.

  DOI：——

  日期：——
• Acidities and homolytic bond dissociation energies of the acidic carbon-hydrogen bonds in radical cations
  作者：Xianman Zhang、F. G. Bordwell

  DOI：10.1021/jo00041a020

  日期：1992.7

  The homolytic bond dissociation energies (BDEHA+.) of the acidic C-H bonds in radical cations of the type HA+. have been estimated by using the equation BDEHA+. = BDEHA + 23.1[E(ox)(A.) - E(ox)(HA)]. The BDEHA values of the acidic H-A bonds in neutral molecules were estimated from pKHA and E(ox)(A-) values in DMSO. Most E(ox)(A-) and E(ox)(A.) values were obtained from the reversible oxidation potentials of the conjugate bases of HA, and most E(ox)(HA) values were obtained from the irreversible oxidation potentials of the neutrals by cyclic voltammetric measurements. The method has been applied to obtain BDEHA+. values for thirteen 9-(dialkylamino)fluorenes, two 2-benzoyl-N,N'-dialkylperhydropyrimidines, two alpha,alpha-bis(alkylamino)acetophenones, three triphenylmethanes, two diphenylmethanes, 9,10-dihydroanthracene, four xanthenes, toluene, four fluorenes, and three arylacetonitriles. (The acidities of the corresponding radical cations have also been estimated.) For most of the carbon-centered radical cations stabilized by one or two adjacent dialkylamino groups, the BDEHA+. values were estimated to be in the 22-40 kcal/mol range; i.e., they are 30-50 kcal/mol lower than the corresponding BDEHA values in the neutral parents. These relatively low BDEHA+. values were correlated with the stabilities of the cations formed in reactions of the type HA+. --> H. + A+. On the other hand, the BDEHA+. values for substituted aromatic hydrocarbons were found to be controlled primarily by the stabilities of the radical cations, HA+., rather than by the stabilities of the product cations. Aromatic hydrocarbons containing two or more aryl groups usually gave radical cations with BDEHA+. values in the 30-40 kcal/mol range whereas those with only one aryl group gave BDEHA+. values in the 40-50 kcal/mol range.
• Papillon-Jegou,D. et al., Bulletin de la Societe Chimique de France, 1977, p. 977 - 982
  作者：Papillon-Jegou,D. et al.

  DOI：——

  日期：——