4,5-Bis(diethylamino)-1-hydroxymethylnaphthalene | 192723-91-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4,5-Bis(diethylamino)-1-hydroxymethylnaphthalene
• 英文别名: [4,5-bis(diethylamino)naphthalen-1-yl]methanol
• CAS: 192723-91-4
• 化学式: C₁₉H₂₈N₂O
• 分子量: 300.444
• InChiKey: FOWHLFQTHYIWGM-UHFFFAOYSA-N

物化性质

• 沸点：
  436.5±40.0 °C(Predicted)
• 密度：
  1.075±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  26.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,5-Bis(diethylamino)-1-hydroxymethylnaphthalene 在 aluminum oxide 作用下， 以 苯 为溶剂， 反应 3.0h， 以50%的产率得到4,5-bis(diethylamino)-1-naphthaldehyde
  参考文献：
  名称：

  peri-Naphthylenediamines

  摘要：

  The action of concentrated HCl on 4,5-bis(diethylamino)-1-hydroxymethylnaphthalene resulted in its cyclodimerization of the ''head-to-head'' type to form a spiro-compound, but, unlike its 4,5-bis(dimethylamino)-analog, cyclodimerization products did not occur on Al2O3 The transformation of 4,5-bis(dimethylamino)-1-hydroxymethylnaphthalene on Al2O3 TiO2, and SiO2 afforded the previously unknown di[4,5-bis(dimethylamino)naphthyl-4]methane, a spiro-compound of the ''head-to-tail'' type. 4,5-Bis(diethylamino)-1-hydraxymethylnaphthalene and 4,5-bis(diethylamino)naphthalene-1-carbaldehyde were synthesized.

  DOI：

  10.1007/bf02494375
• 作为产物：
  描述：

  4,5-bis(diethylamino)-1-naphthaldehyde 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 以97%的产率得到4,5-Bis(diethylamino)-1-hydroxymethylnaphthalene
  参考文献：
  名称：

  peri-Naphthylenediamines

  摘要：

  The action of concentrated HCl on 4,5-bis(diethylamino)-1-hydroxymethylnaphthalene resulted in its cyclodimerization of the ''head-to-head'' type to form a spiro-compound, but, unlike its 4,5-bis(dimethylamino)-analog, cyclodimerization products did not occur on Al2O3 The transformation of 4,5-bis(dimethylamino)-1-hydroxymethylnaphthalene on Al2O3 TiO2, and SiO2 afforded the previously unknown di[4,5-bis(dimethylamino)naphthyl-4]methane, a spiro-compound of the ''head-to-tail'' type. 4,5-Bis(diethylamino)-1-hydraxymethylnaphthalene and 4,5-bis(diethylamino)naphthalene-1-carbaldehyde were synthesized.

  DOI：

  10.1007/bf02494375