| 91184-93-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• CAS: 91184-93-9
• 化学式: C₆H₁₄NO₃
• 分子量: 148.182
• InChiKey: RYQQREISEQXHNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  63.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  甲基丙烯酸丁酯 、 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  电荷转移构型对氨基烷基自由基加成到丙烯酸酯双键上的作用

  摘要：

  研究了影响一类重要的氨基烷基自由基对丙烯酸酯双键的加成反应的反应性的主要因素。相互作用的速率常数，通过使用激光诱导光声量热法直接测量，范围从 2.5 x 10(7) 到 4.5 x 10(7) M(-)(1) s(-)(1)。将这些自由基的反应性与烷基自由基的反应性进行比较。计算表明反应焓不是驱动因素。过渡态的分子轨道计算清楚地证明了电荷转移构型相对于非极性构型的大量参与，导致势垒高度的降低。此外，当绘制过渡态中的电荷转移特性与电离电位时，发现了非常好的相关性。

  DOI：

  10.1021/ja034750v
• 作为产物：
  描述：

  三乙醇胺 在 二苯甲酮 作用下， 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  N−H and α(C−H) Bond Dissociation Enthalpies of Aliphatic Amines

  摘要：

  Bond dissociation enthalpies (BIDES) of a large series of aliphatic amines (21) were measured by means of photoacoustic calorimetry. Despite the different structures studied in the primary, secondary, and tertiary amine series, the a(C-H) BIDES were found to be very similar for unconstrained amines with values very close to 91 kcal/mol. alphaC- and N-alkylation or introduction of an hydroxy group only slightly affect the BDEs, a fact in perfect agreement with calculations performed at different CBS levels. This demonstrates the predominance of the two-orbital-three-electron interaction involving the N and alphaC(.) orbitals. On the other hand, the N-H BIDE decreases when going from primary to secondary amines. This result is interpreted in term of a hyperconjugation in sigmaC-C bonds, which leads to a stabilization of the aminyl radical. For cyclized amines, the BIDES depend on the relative geometry of the singly occupied alphaC(.) orbital with respect to that of the N atom, disfavoring the two-orbital-three-electron interaction. However, such structures can exhibit through-bond interaction. For a crowded structure such as triisopropylamine, for which the alphaC(.) orbital is not coplanar with the nitrogen one, the relaxation of a strain energy allows the BIDE to be comparable to flexible structures.

  DOI：

  10.1021/ja0204168