2,2-bis(4-dimethylaminophenyl)-1-phenylacenaphthen-1-ol | 600727-47-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2,2-bis(4-dimethylaminophenyl)-1-phenylacenaphthen-1-ol
• 英文别名: 2,2-Bis[4-(dimethylamino)phenyl]-1-phenylacenaphthylen-1-ol
• CAS: 600727-47-7
• 化学式: C₃₄H₃₂N₂O
• 分子量: 484.641
• InChiKey: CTYABJFNMHQUMG-UHFFFAOYSA-N

物化性质

• 熔点：
  180.0 °C (decomp)
• 沸点：
  596.4±50.0 °C(Predicted)
• 密度：
  1.219±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  37
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.18
• 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：

  2,2-bis(4-dimethylaminophenyl)-1-phenylacenaphthen-1-ol 在 碘 作用下， 以72%的产率得到
  参考文献：
  名称：

  Formation of keto-carbeniums from 1,2,2-triarylacenaphthen-1-ols by breaking a long CC bond: unusual alcohol protonolysis accompanied by formal hydride abstraction

  摘要：

  Oxidation of 1,2,2-tris(4-dimethylaminophenyl)- and 2,2-bis(4-dimethylaminophenyl)-1-phenylacenaphthen-1-ols 1a,b with I-2 induced the C-1-C-2 bond fission to give 8-aroylnaphthalen-1-yl-bis(4-dimethylaminophenyl)carbenium derivatives 2a,b(+), the intramolecular Lewis acid-base pairs. Treatment of 1 with HBF4 did not induce the expected C-OH bond heterolysis but caused fission of CO-H and C-1-C-2 bonds to give exactly the same carbenium 2(+). (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01459-x
• 作为产物：
  描述：

  2,2-bis(4-dimethylaminophenyl)acenaphthen-1-one 、 苯基锂 以 四氢呋喃 为溶剂， 以46%的产率得到2,2-bis(4-dimethylaminophenyl)-1-phenylacenaphthen-1-ol
  参考文献：
  名称：

  Formation of keto-carbeniums from 1,2,2-triarylacenaphthen-1-ols by breaking a long CC bond: unusual alcohol protonolysis accompanied by formal hydride abstraction

  摘要：

  Oxidation of 1,2,2-tris(4-dimethylaminophenyl)- and 2,2-bis(4-dimethylaminophenyl)-1-phenylacenaphthen-1-ols 1a,b with I-2 induced the C-1-C-2 bond fission to give 8-aroylnaphthalen-1-yl-bis(4-dimethylaminophenyl)carbenium derivatives 2a,b(+), the intramolecular Lewis acid-base pairs. Treatment of 1 with HBF4 did not induce the expected C-OH bond heterolysis but caused fission of CO-H and C-1-C-2 bonds to give exactly the same carbenium 2(+). (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01459-x

文献信息

• Formation of keto-carbeniums from 1,2,2-triarylacenaphthen-1-ols by breaking a long CC bond: unusual alcohol protonolysis accompanied by formal hydride abstraction
  作者：Takanori Suzuki、Takayuki Nagasu、Hidetoshi Kawai、Kenshu Fujiwara、Takashi Tsuji

  DOI：10.1016/s0040-4039(03)01459-x

  日期：2003.8

  Oxidation of 1,2,2-tris(4-dimethylaminophenyl)- and 2,2-bis(4-dimethylaminophenyl)-1-phenylacenaphthen-1-ols 1a,b with I-2 induced the C-1-C-2 bond fission to give 8-aroylnaphthalen-1-yl-bis(4-dimethylaminophenyl)carbenium derivatives 2a,b(+), the intramolecular Lewis acid-base pairs. Treatment of 1 with HBF4 did not induce the expected C-OH bond heterolysis but caused fission of CO-H and C-1-C-2 bonds to give exactly the same carbenium 2(+). (C) 2003 Elsevier Ltd. All rights reserved.