(S)-10-(2-methylbutyl)-10H-phenothiazine | 1401114-03-1

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: (S)-10-(2-methylbutyl)-10H-phenothiazine
• CAS: 1401114-03-1
• 化学式: C₁₇H₁₉NS
• 分子量: 269.411
• InChiKey: ZGICSXLKORPVGZ-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.34
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  3.24
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (S)-10-(2-methylbutyl)-10H-phenothiazine 在 四丁基氢氧化铵 、 三氯氧磷 作用下， 以 四氢呋喃 为溶剂， 反应 9.0h， 生成 (S)-3-(10-(2-methylbutyl)-10H-phenothiazin-3-yl)-2-(4-nitrophenyl)acrylonitrile
  参考文献：
  名称：

  Synthesis of organic phenothiazine-based molecular glasses and effect of racemic/homochiral aliphatic chain on near-infrared photorefractive property

  摘要：

  Organic near-infrared photorefractive molecular glasses with a phenothiazine moiety are designed and synthesized through the introduction of linear, racemic/homochiral asymmetrically branched aliphatic chains into photorefractive chromophore as an auxiliary group. The compounds are characterized with H-1-NMR, IR, FAB-MS, UV-vis, TG, DSC, etc. The effect of different aliphatic chains on the absorption and thermal properties is investigated in detail. The molar absorption coefficiency at the absorption maximum wavelength showed that the homochiral asymmetrically branched aliphatic chain has a strong hypochromic effect in the dilute solution when it is introduced into photorefractive chromophore. The DSC measurement indicated that the introduction of asymmetrically branched aliphatic chain is the key issue to design organic molecular glasses whether it is racemic or homochiral. The effect of racemic/homochiral asymmetrically branched aliphatic groups on photorefractive property is investigated carefully with poly(N-vinylcarbazole) (PVK) as a photoconductor and with (2,4,7-trinitro-9-fluorenylidene) malononitrile (TNFM) as a photosensitizer. The results suggested that the racemic group is more beneficial to the improvement of photorefractive performance than the homochiral when the homochiral cannot induce rigid photorefractive chromophore to be much more ordered. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.jpcs.2012.04.008
• 作为产物：
  描述：

  吩噻嗪 、 (S)-(+)-2-甲基溴丁烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 以57.7%的产率得到(S)-10-(2-methylbutyl)-10H-phenothiazine
  参考文献：
  名称：

  Synthesis of organic phenothiazine-based molecular glasses and effect of racemic/homochiral aliphatic chain on near-infrared photorefractive property

  摘要：

  Organic near-infrared photorefractive molecular glasses with a phenothiazine moiety are designed and synthesized through the introduction of linear, racemic/homochiral asymmetrically branched aliphatic chains into photorefractive chromophore as an auxiliary group. The compounds are characterized with H-1-NMR, IR, FAB-MS, UV-vis, TG, DSC, etc. The effect of different aliphatic chains on the absorption and thermal properties is investigated in detail. The molar absorption coefficiency at the absorption maximum wavelength showed that the homochiral asymmetrically branched aliphatic chain has a strong hypochromic effect in the dilute solution when it is introduced into photorefractive chromophore. The DSC measurement indicated that the introduction of asymmetrically branched aliphatic chain is the key issue to design organic molecular glasses whether it is racemic or homochiral. The effect of racemic/homochiral asymmetrically branched aliphatic groups on photorefractive property is investigated carefully with poly(N-vinylcarbazole) (PVK) as a photoconductor and with (2,4,7-trinitro-9-fluorenylidene) malononitrile (TNFM) as a photosensitizer. The results suggested that the racemic group is more beneficial to the improvement of photorefractive performance than the homochiral when the homochiral cannot induce rigid photorefractive chromophore to be much more ordered. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.jpcs.2012.04.008