(E)-3-(6-nitro-1',3',3'-trimethylspiro[2H-1-benzopyran-2,2'-indoline]-5'-yl)prop-2-enenitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (E)-3-(6-nitro-1',3',3'-trimethylspiro[2H-1-benzopyran-2,2'-indoline]-5'-yl)prop-2-enenitrile
• 英文别名: (E)-3-(1',3',3'-trimethyl-6-nitrospiro[chromene-2,2'-indole]-5'-yl)prop-2-enenitrile
• 化学式: C₂₂H₁₉N₃O₃
• 分子量: 373.411
• InChiKey: ACLQVVJGITZKPK-SNAWJCMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  28
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  82.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-3-(6-nitro-1',3',3'-trimethylspiro[2H-1-benzopyran-2,2'-indoline]-5'-yl)prop-2-enenitrile 在 水 、 二异丁基氢化铝 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 以50%的产率得到(E)-3-(6-nitro-1',3',3'-trimethylspiro[2H-1-benzopyran-2,2'-indoline]-5'-yl)prop-2-enal
  参考文献：
  名称：

  Synthesis and photochromic reaction kinetics of unsaturated spiropyran derivatives

  摘要：

  The absorption spectra and decay kinetics of the ground and triplet states of merocyanine (MC) form of spiropyran vinylogs have been investigated by nanosecond laser flash photolysis techniques in toluene and ethanol. The (MC)-M-3 decays to the ground state MC either by quenching with O-2 or due to the intersystem crossing. Relative quantum yield of both (MC)-M-3 and MC drastically decreases when the terminal polar group is separated from the indoline moiety by the C=C-linker. In the presence of the C=C-linker the replacement of terminal CN by CHO has no effect. The yield of (MC)-M-3 and corresponding MC in ethanol is 5 times smaller than that in toluene solution. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2013.06.023
• 作为产物：
  描述：

  氰甲基磷酸二乙酯 、 6-nitro-1',3',3'-trimethylspiro[2H-1-benzopyran-2,2'-indoline]-5'-carbaldehyde 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 2.0h， 以85%的产率得到(E)-3-(6-nitro-1',3',3'-trimethylspiro[2H-1-benzopyran-2,2'-indoline]-5'-yl)prop-2-enenitrile
  参考文献：
  名称：

  Synthesis and photochromic reaction kinetics of unsaturated spiropyran derivatives

  摘要：

  The absorption spectra and decay kinetics of the ground and triplet states of merocyanine (MC) form of spiropyran vinylogs have been investigated by nanosecond laser flash photolysis techniques in toluene and ethanol. The (MC)-M-3 decays to the ground state MC either by quenching with O-2 or due to the intersystem crossing. Relative quantum yield of both (MC)-M-3 and MC drastically decreases when the terminal polar group is separated from the indoline moiety by the C=C-linker. In the presence of the C=C-linker the replacement of terminal CN by CHO has no effect. The yield of (MC)-M-3 and corresponding MC in ethanol is 5 times smaller than that in toluene solution. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2013.06.023

文献信息

• Synthesis and photochromic reaction kinetics of unsaturated spiropyran derivatives
  作者：Olga V. Demina、Peter P. Levin、Nikolay E. Belikov、Alexey V. Laptev、Alexey Yu. Lukin、Valery A. Barachevsky、Vitali I. Shvets、Sergei D. Varfolomeev、Andrey A. Khodonov

  DOI：10.1016/j.jphotochem.2013.06.023

  日期：2013.10

  The absorption spectra and decay kinetics of the ground and triplet states of merocyanine (MC) form of spiropyran vinylogs have been investigated by nanosecond laser flash photolysis techniques in toluene and ethanol. The (MC)-M-3 decays to the ground state MC either by quenching with O-2 or due to the intersystem crossing. Relative quantum yield of both (MC)-M-3 and MC drastically decreases when the terminal polar group is separated from the indoline moiety by the C=C-linker. In the presence of the C=C-linker the replacement of terminal CN by CHO has no effect. The yield of (MC)-M-3 and corresponding MC in ethanol is 5 times smaller than that in toluene solution. (C) 2013 Elsevier B.V. All rights reserved.