1-benzoyl-4,5-bis(dimethylamino)naphthalene | 135236-04-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-benzoyl-4,5-bis(dimethylamino)naphthalene
• 英文别名: 4-benzoyl-1,8-bis(dimethylamino)naphthalene；4-abenzoyl-1,8-bis(dimethylamino)naphthalene；Methanone, [4,5-bis(dimethylamino)-1-naphthalenyl]phenyl-；[4,5-bis(dimethylamino)naphthalen-1-yl]-phenylmethanone
• CAS: 135236-04-3
• 化学式: C₂₁H₂₂N₂O
• mdl: MFCD01305513
• 分子量: 318.418
• InChiKey: PBEDYGLSPGLKET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-benzoyl-4,5-bis(dimethylamino)naphthalene 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 4-dimethylamino-5-hydroxy-11-phenylbenzo[a]fluorene
  参考文献：
  名称：

  peri-Naphthylenediamines

  摘要：

  Tertiary alcohols containing the 4,5-bis(dimethylamino)-1-naphthyl group were synthesized. The carbocations that formed from n-methyl-containing alcohols in an acidic medium underwent smooth E1 elimination to give the corresponding unsaturated derivatives of the "proton sponge" in good yields. At the same time, the carbocation generated from 4-(alpha-hydroxybenzhydryl)-1,8-bis(dimethylamino)naphthalene was converted into a benzo[a]fluorene derivative as a result of a complex reaction which has been previously unknown in the chemistry of "proton sponges." The structure of the latter derivative was established by X-ray diffraction analysis.

  DOI：

  10.1007/bf02494902
• 作为产物：
  描述：

  1,8-bis(dimethylamino)naphthalene hydrochloride 、 苯甲酰氯 在 三氯化铝 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以94.3%的产率得到1-benzoyl-4,5-bis(dimethylamino)naphthalene
  参考文献：
  名称：

  Vistorobskii, N.V.; Pozharskii, A.F., Journal of Organic Chemistry USSR (English Translation), 1991, vol. 27, # 7, p. 1353 - 1358

  摘要：

  DOI：

文献信息

• peri-Naphthylenediamines
  作者：A. F. Pozharskii、O. V. Ryabtsova、N. V. Vistorobskii、Z. A. Starikova

  DOI：10.1007/bf02494902

  日期：2000.6

  Tertiary alcohols containing the 4,5-bis(dimethylamino)-1-naphthyl group were synthesized. The carbocations that formed from n-methyl-containing alcohols in an acidic medium underwent smooth E1 elimination to give the corresponding unsaturated derivatives of the "proton sponge" in good yields. At the same time, the carbocation generated from 4-(alpha-hydroxybenzhydryl)-1,8-bis(dimethylamino)naphthalene was converted into a benzo[a]fluorene derivative as a result of a complex reaction which has been previously unknown in the chemistry of "proton sponges." The structure of the latter derivative was established by X-ray diffraction analysis.
• Vistorobskii, N.V.; Pozharskii, A.F., Journal of Organic Chemistry USSR (English Translation), 1991, vol. 27, # 7, p. 1353 - 1358
  作者：Vistorobskii, N.V.、Pozharskii, A.F.

  DOI：——

  日期：——