1,3-dimethyl-2,3-dihydro-1H-perimidine-6-yl-methanol | 911822-62-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,3-dimethyl-2,3-dihydro-1H-perimidine-6-yl-methanol
• CAS: 911822-62-3
• 化学式: C₁₄H₁₆N₂O
• 分子量: 228.294
• InChiKey: DJHRYRCNTCMPSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.18
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  26.71
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1,3-dimethyl-2,3-dihydro-1H-perimidine-6-yl-methanol 在 盐酸 、 aluminum oxide 作用下， 以 苯 为溶剂， 反应 3.17h， 生成 1,3,1',3'-tetramethyl-2,2'-dioxo-6,6'-methylenediperimidine-7-carbaldehyde
  参考文献：
  名称：

  Resonance-stabilized α-naphthylmethyl carbocations and spiro compounds based thereon: VII. Transformations of α-naphthylmethyl carbocations stabilized by one electron-donor group or peri-fused heteroring

  摘要：

  1-Hydroxymethyl- and 1-alkoxymethylnaphthalenes containing dimethylamino and methoxy groups or a heteroring in positions 4 and 5 react with protic and Lewis acids to give 1-naphthylmethyl carbocations. Reactions of the latter with the initial alcohol molecule lead to the formation of oligomerization or dehydrogenation (to aldehyde) products or the corresponding dinaphthylmethanes. In some cases, the process was accompanied by cyclodimerization to form cyclohexadienone spiro derivatives in a small yield.

  DOI：

  10.1134/s107042800603002x
• 作为产物：
  描述：

  1,3-dimethyl-2,3-dihydroperimidin-6-carboxaldehyde 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以78%的产率得到1,3-dimethyl-2,3-dihydro-1H-perimidine-6-yl-methanol
  参考文献：
  名称：

  Resonance-stabilized α-naphthylmethyl carbocations and spiro compounds based thereon: VII. Transformations of α-naphthylmethyl carbocations stabilized by one electron-donor group or peri-fused heteroring

  摘要：

  1-Hydroxymethyl- and 1-alkoxymethylnaphthalenes containing dimethylamino and methoxy groups or a heteroring in positions 4 and 5 react with protic and Lewis acids to give 1-naphthylmethyl carbocations. Reactions of the latter with the initial alcohol molecule lead to the formation of oligomerization or dehydrogenation (to aldehyde) products or the corresponding dinaphthylmethanes. In some cases, the process was accompanied by cyclodimerization to form cyclohexadienone spiro derivatives in a small yield.

  DOI：

  10.1134/s107042800603002x