(1,3-Diethyl-1,3-diazinan-2-yl)-phenylmethanone | 137233-39-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1,3-Diethyl-1,3-diazinan-2-yl)-phenylmethanone
• CAS: 137233-39-7
• 化学式: C₁₅H₂₂N₂O
• 分子量: 246.352
• InChiKey: MMHLWEYJFIMDND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N,N'-二乙基-1,3-丙二胺 、 苯基丙醇水合物 以 水 、 苯 为溶剂， 生成 (1,3-Diethyl-1,3-diazinan-2-yl)-phenylmethanone
  参考文献：
  名称：

  Acidities and homolytic bond dissociation energies of the acidic carbon-hydrogen bonds in radical cations

  摘要：

  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.

  DOI：

  10.1021/jo00041a020