2,3-bis(5-methyl-2-phenyl-4-thiazolyl)-1,4-naphthoquinone | 1313913-10-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,3-bis(5-methyl-2-phenyl-4-thiazolyl)-1,4-naphthoquinone
• 英文别名: 2,3-Bis(5-methyl-2-phenyl-1,3-thiazol-4-yl)naphthalene-1,4-dione；2,3-bis(5-methyl-2-phenyl-1,3-thiazol-4-yl)naphthalene-1,4-dione
• CAS: 1313913-10-8
• 化学式: C₃₀H₂₀N₂O₂S₂
• 分子量: 504.633
• InChiKey: JQFHLNAOOTYADR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  36
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  116
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,3-bis(5-methyl-2-phenyl-4-thiazolyl)-1,4-naphthoquinone 在 sodium dithionite 、 水 作用下， 以 乙醇 为溶剂， 以100%的产率得到2,3-bis(5-methyl-2-phenylthiazol-4-yl)naphthalene-1,4-diol
  参考文献：
  名称：

  Synthesis of photochromic 2,3-bis(5-methyl-2-phenyl-4-thiazolyl)-1,4-naphthoquinone derivatives

  摘要：

  2,3-Bis(5-methyl-2-phenyl-4-thiazolyl)-1,4-naphthoquinone 1-O, its monoethylene acetal 2-O and methylated derivatives 3-O and 4-O were synthesized and their photochromic properties were investigated. While bisarylnaphthoquinone 1-O was nonphotochromic, its monoacetal 2-O and methylated derivatives 3-O and 4-O displayed good photochromism. Among them, the isomer 4-O recorded a remarkable diastereomeric excess (98.40%) with high conversion ratio (96.20%) upon UV irradiation. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2011.01.016
• 作为产物：
  描述：

  2-苯基噻唑 在 四(三苯基膦)钯 、 正丁基锂 、 溴 、 potassium carbonate 、 methyloxirane 作用下， 以 四氢呋喃 为溶剂， 生成 2,3-bis(5-methyl-2-phenyl-4-thiazolyl)-1,4-naphthoquinone
  参考文献：
  名称：

  Synthesis of photochromic 2,3-bis(5-methyl-2-phenyl-4-thiazolyl)-1,4-naphthoquinone derivatives

  摘要：

  2,3-Bis(5-methyl-2-phenyl-4-thiazolyl)-1,4-naphthoquinone 1-O, its monoethylene acetal 2-O and methylated derivatives 3-O and 4-O were synthesized and their photochromic properties were investigated. While bisarylnaphthoquinone 1-O was nonphotochromic, its monoacetal 2-O and methylated derivatives 3-O and 4-O displayed good photochromism. Among them, the isomer 4-O recorded a remarkable diastereomeric excess (98.40%) with high conversion ratio (96.20%) upon UV irradiation. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2011.01.016

文献信息

• Synthesis of photochromic 2,3-bis(5-methyl-2-phenyl-4-thiazolyl)-1,4-naphthoquinone derivatives
  作者：Mahmut Kose、Çiğdem Yıldırım Şekerci、Kazushi Suzuki、Yasushi Yokoyama

  DOI：10.1016/j.jphotochem.2011.01.016

  日期：2011.3

  2,3-Bis(5-methyl-2-phenyl-4-thiazolyl)-1,4-naphthoquinone 1-O, its monoethylene acetal 2-O and methylated derivatives 3-O and 4-O were synthesized and their photochromic properties were investigated. While bisarylnaphthoquinone 1-O was nonphotochromic, its monoacetal 2-O and methylated derivatives 3-O and 4-O displayed good photochromism. Among them, the isomer 4-O recorded a remarkable diastereomeric excess (98.40%) with high conversion ratio (96.20%) upon UV irradiation. (C) 2011 Elsevier B.V. All rights reserved.