3-(2,4-Dimethylpenta-1,3-dien-3-yl)-4-phenylnaphthalene-1,2-dicarbonitrile | 1240017-77-9

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基萘木脂素
• 英文名称: 3-(2,4-Dimethylpenta-1,3-dien-3-yl)-4-phenylnaphthalene-1,2-dicarbonitrile
• 英文别名: 3-(2,4-dimethylpenta-1,3-dien-3-yl)-4-phenylnaphthalene-1,2-dicarbonitrile
• CAS: 1240017-77-9
• 化学式: C₂₅H₂₀N₂
• 分子量: 348.447
• InChiKey: XGWFMTOUPWKPGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(2,2-diphenylvinylidene)-2,2,3,3-tetramethylcyclopropane 、 2,3-二氯-5,6-二氰基-1,4-苯醌 以 1,2-二氯乙烷 为溶剂， 反应 0.33h， 以29%的产率得到3-(2,4-Dimethylpenta-1,3-dien-3-yl)-4-phenylnaphthalene-1,2-dicarbonitrile
  参考文献：
  名称：

  Reactions of vinylidenecyclopropanes with xanthydrol and xanthene

  摘要：

  Vinylidenecyclopropanes undergo ring-opening reactions with xanthydrol in the presence of BF(3)center dot OEt(2) or with xanthene in the presence of DDQ at 0 degrees C in 1,2-dichloroethane to give the corresponding conjugate triene derivatives in moderate to good yields. Plausible reaction mechanisms have been discussed on the basis of previous literature and the control experiments. The further transformation of these trienes has been disclosed in DCE in the presence of BF(3)center dot OEt(2) along with a plausible reaction mechanism. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.07.004

文献信息

• Reactions of vinylidenecyclopropanes with xanthydrol and xanthene
  作者：Wei Yuan、Min Shi

  DOI：10.1016/j.tet.2010.07.004

  日期：2010.8

  Vinylidenecyclopropanes undergo ring-opening reactions with xanthydrol in the presence of BF(3)center dot OEt(2) or with xanthene in the presence of DDQ at 0 degrees C in 1,2-dichloroethane to give the corresponding conjugate triene derivatives in moderate to good yields. Plausible reaction mechanisms have been discussed on the basis of previous literature and the control experiments. The further transformation of these trienes has been disclosed in DCE in the presence of BF(3)center dot OEt(2) along with a plausible reaction mechanism. (C) 2010 Elsevier Ltd. All rights reserved.