2-diazo-1-naphthoquinone-5-sulfonate ester of 4-hydroxybenzophenone | 63669-79-4

• 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: 2-diazo-1-naphthoquinone-5-sulfonate ester of 4-hydroxybenzophenone
• 英文别名: 4-(2-Diazo-1-oxo-1,2-dihydro-naphthalene-5-sulfonyl-xy)-benzophenone；4-(1,2-naphthoquinone-2-diazide-5-sulfonyl-oxy)-benzophenone；2-diazonaphthalenone 5-sulfonyl ester of p-hydroxybenzophenone；5-(4-Benzoylphenoxy)sulfonyl-2-diazonionaphthalen-1-olate
• CAS: 63669-79-4
• 化学式: C₂₃H₁₄N₂O₅S
• 分子量: 430.441
• InChiKey: YCPTVRHETSDBJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  120
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-diazo-1-naphthoquinone-5-sulfonate ester of 4-hydroxybenzophenone 在 溶剂黄146 、 三乙胺 作用下， 以 乙醇 、 水 为溶剂， 反应 5.5h， 生成 4-(Inden-4-sulfonyl-oxy)-benzophenone
  参考文献：
  名称：

  Schuster, C.; Bendig, J., Journal fuer Praktische Chemie (Leipzig), 1991, vol. 333, # 1, p. 91 - 99

  摘要：

  DOI：
• 作为产物：
  描述：

  2-重氮-1-萘酚-5-磺酰氯 、 4-羟基-二苯甲酮 在 氢氧化钾 、 18-冠醚-6 作用下， 生成 2-diazo-1-naphthoquinone-5-sulfonate ester of 4-hydroxybenzophenone
  参考文献：
  名称：

  Reduction processes in the fast atom bombardment mass spectrometry of sulfonyl esters of diazonaphthalenones

  摘要：

  AbstractOrthoquinone diazides, which are widely used in microlithography, have attracted considerable attention, especially in terms of their application in the production of high‐contrast resists. Previous electron impact mass spectrometric results have confirmed that the primary fragmentation process of these compounds is the elimination of N2 to form an indenoketene ion. This is analogous to the photodecomposition pathway which makes them effective in the lithographic process. Those results also revealed the occurrence of an alternative process, which involves a two‐hydrogen reduction of the intermediate species formed prior to conversion to the ketene. The present study investigates the behaviour of the orthoquinone diazides when there is an abundance of protons available to form the reduction product. Several different types of diazonaphthalenone sulfonyl esters, ranging in complexity from the monosubstituted phenol esters to disubstituted dihydroxybenzophenones, were examined using fast atom bombardment mass spectrometry. Although reduction was the primary process in the hydrogen‐rich matrices, the extent of reduction was characteristic of the particular isomer as well as the matrix used.

  DOI：

  10.1002/oms.1210230604

文献信息

• Chromophore specific photoreactivity in 2,3,4-Tri(1,2-naphthoquinone-2-diazide-5-sulfonyl-oxy)-benzophenone
  作者：C. Schuster、J. Bendig、K. Neuman

  DOI：10.1002/prac.19943360805

  日期：——

  Different electronic structures for the three 1,2-naphthoquinone-2-diazide (NQD) chromophores in 2,3,4-tri (1,2-naphthoquinone-2-diazide-5-sulfonyl-oxy)-benzophenone were detected using H-1 NMR spectroscopy. The NQD substituent in the o-position of the benzophenone is influenced by intramolecular through space interactions with the benzophenone part of the molecule. The change in the electronic structure is the reason for the obtained different photoreactivity of the o-NQD chromophore compared with m-NQD and p-NQD. The relative quantum yields of photolysis are 0.3 (o-NQD) and 0.9/1.0 (m-NQD/p-NQD).
• Electron-beam-induced Wolff rearrangement
  作者：J. Pacansky、H. Coufal

  DOI：10.1021/ja00521a086

  日期：1980.1