3-bromo-1-(4-tert-butylphenyl)propane-1,2-dione | 1267607-66-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-bromo-1-(4-tert-butylphenyl)propane-1,2-dione
• 英文别名: 3-Bromo-1-(4-tert-butylphenyl)propane-1,2-dione
• CAS: 1267607-66-8
• 化学式: C₁₃H₁₅BrO₂
• 分子量: 283.165
• InChiKey: PCGHLAVFUQLENC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-bromo-1-(4-tert-butylphenyl)propane-1,2-dione 在 对甲苯磺酸 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 8.0h， 生成 [(3-(4-tert-butylphenyl)-5,6-dicyanopyrazin-2-yl)methyl]triphenyl phosphonium bromide
  参考文献：
  名称：

  Topochemically photoreacted fluorescent dimers of 2,3-dicyanopyrazines

  摘要：

  Novel fluorescent materials derived from 2,3-dicyanopyrazine were synthesized and subjected to photodimerization reaction. Styryl substituents were attached by Wittig reaction, and the [2+2] photocycloaddition of the 2,3-dicyanopyrazine, either in solution or as a thin film, was studied with irradiation under a high-pressure Hg lamp. The resulting compounds were characterized by H-1 NMR, FT-IR and elemental analysis. Spectral changes of UV-visible absorption intensity and fluorescent intensity were examined at specific exposure intervals. While the cyclobutane ring of dimers induced a discrete pi-conjugation with aryl substituents to show a hypsochromic shift of absorption and emission spectra, the fluorescence intensity was increased and the specific lowest unoccupied molecular orbital (LUMO) levels were formed compared to monomers. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.10.015
• 作为产物：
  描述：

  [1-(4-Tert-butylphenyl)-1-oxopropan-2-yl] acetate 在 吡啶 、 copper(ll) sulfate pentahydrate 、 水 、 溴 、 sodium hydroxide 作用下， 以 氯仿 、 水 为溶剂， 反应 3.0h， 生成 3-bromo-1-(4-tert-butylphenyl)propane-1,2-dione
  参考文献：
  名称：

  Topochemically photoreacted fluorescent dimers of 2,3-dicyanopyrazines

  摘要：

  Novel fluorescent materials derived from 2,3-dicyanopyrazine were synthesized and subjected to photodimerization reaction. Styryl substituents were attached by Wittig reaction, and the [2+2] photocycloaddition of the 2,3-dicyanopyrazine, either in solution or as a thin film, was studied with irradiation under a high-pressure Hg lamp. The resulting compounds were characterized by H-1 NMR, FT-IR and elemental analysis. Spectral changes of UV-visible absorption intensity and fluorescent intensity were examined at specific exposure intervals. While the cyclobutane ring of dimers induced a discrete pi-conjugation with aryl substituents to show a hypsochromic shift of absorption and emission spectra, the fluorescence intensity was increased and the specific lowest unoccupied molecular orbital (LUMO) levels were formed compared to monomers. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.10.015

文献信息

• Synthesis of 2,3-Dicyanopyrazine Dimers Linked with Cyclobutane Ring by [2+2]Photocycloaddition
  作者：Chun-Keun Jang、Jae-Yun Jaung

  DOI：10.5012/bkcs.2011.32.7.2165

  日期：2011.7.20
• Topochemically photoreacted fluorescent dimers of 2,3-dicyanopyrazines
  作者：Chun Keun Jang、Cheol Jun Song、Sung Jae Jung、Jae Yun Jaung

  DOI：10.1016/j.dyepig.2011.10.015

  日期：2012.7

  Novel fluorescent materials derived from 2,3-dicyanopyrazine were synthesized and subjected to photodimerization reaction. Styryl substituents were attached by Wittig reaction, and the [2+2] photocycloaddition of the 2,3-dicyanopyrazine, either in solution or as a thin film, was studied with irradiation under a high-pressure Hg lamp. The resulting compounds were characterized by H-1 NMR, FT-IR and elemental analysis. Spectral changes of UV-visible absorption intensity and fluorescent intensity were examined at specific exposure intervals. While the cyclobutane ring of dimers induced a discrete pi-conjugation with aryl substituents to show a hypsochromic shift of absorption and emission spectra, the fluorescence intensity was increased and the specific lowest unoccupied molecular orbital (LUMO) levels were formed compared to monomers. (C) 2011 Elsevier Ltd. All rights reserved.