1H-Indene-3-carboxylic acid, 7-(phenoxysulfonyl)- | 117714-41-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 1H-Indene-3-carboxylic acid, 7-(phenoxysulfonyl)-
• 英文别名: 4-phenoxysulfonyl-3H-indene-1-carboxylic acid
• CAS: 117714-41-7
• 化学式: C₁₆H₁₂O₅S
• 分子量: 316.334
• InChiKey: JFJYTJWJNIOFDT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  89
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  在 水 作用下， 以 乙腈 为溶剂， 生成 1H-Indene-3-carboxylic acid, 7-(phenoxysulfonyl)-
  参考文献：
  名称：

  邻重氮萘醌的光分解机理

  摘要：

  使用时间分辨激光闪光光解技术在乙腈溶液中研究了几种邻重氮萘醌的光分解机制。得出的结论是，沃尔夫重排涉及乙烯酮中间体的形成，可以被视为纳秒时间尺度上的协同过程。这表明乙烯酮与水的反应（众所周知会产生 3-茚甲酸）涉及乙烯酮水合物的中间体

  DOI：

  10.1021/ja00033a041

文献信息

• Flash photolytic generation and study of ketene and carboxylic acid enol intermediates formed by the photolysis of diazonaphthoquinones in aqueous solution
  作者：J. Andraos、Y. Chiang、C. G. Huang、A. J. Kresge、J. C. Scaiano

  DOI：10.1021/ja00076a019

  日期：1993.11

  Flash photolysis of each of five diazonaphthoquinones (1-diazo-2(1H)-oxonaphthalene-4-sulphonate, 2-diazo-1(2H)-oxonaphthalene-4-sulfonate, 2-diazo-1 (2H)-oxonaphthalene-5-sulfonate, phenyl 2-diazo-1 (2H)-oxonaphthalen-4-sulphonate, and phenyl 2-diazo-1 (2H)-oxonaphthalene-5-sulphonate) in aqueous solutions was found to produce two short-lived intermediates preceding the ultimate idenecarboxylic acid

  五种重氮萘醌 (1-diazo-2(1H)-oxonaphthalene-4-sulphonate, 2-diazo-1(2H)-oxonaphthalene-4-sulfonate, 2-diazo-1 (2H)-oxonaphthalene-5) 中每一种的闪光光解-磺酸盐、苯基 2-重氮-1 (2H)-氧代萘-4-磺酸酯和苯基 2-重氮-1 (2H)-氧代萘-5-磺酸酯）在水溶液中产生两种短寿命中间体。最终的亚烯羧酸反应产物
• Synthesis and photochemistry of 1,2-naphthoquinonediazide-(2)-n-sulfonic acid derivatives
  作者：J. Bendig、E. Sauer、K. Polz、G. Schopf、A. Koch

  DOI：10.1016/s0040-4020(01)85611-8

  日期：1992.1

  esterification. The synthesis of the corresponding 8-sulfonic acid ester 73 was not successful by this way. On photolysis the 1,2-naphthoquinonediazide-(2)-6- and -7-sulfonc acid phenyl esters (7c, 7d) form the corresponding (phenoxysulfonyl)-indenecarboxylic acid (10c, 10d) in the same manner like the known 5-sulfonic acid derivative 10b. Different from these isomers, on photolysis of the 4-sulfonic

  1,2-萘醌二叠氮化物-（2）-6-和-7-磺酸酯（7c，7d）首次从1-萘胺-6-和-7-磺酸（1c ，1d）分别通过Bucherer反应，亚硝化，还原，重氮化，磺酰氯，酯化。用这种方法不能成功地合成相应的8-磺酸酯73。在光解过程中，1,2-萘醌二叠氮化物-（2）-6-和-7-磺酸苯基酯（7c，7d）以已知的5相同的方式形成相应的（苯氧基磺酰基）-茚满羧酸（10c，10d）。 -磺酸衍生物10b。与这些异构体不同的是，对4-磺酸酯进行光解在图7a中，另外发生光化学诱导的酯裂解（λ＜320nm）。
• Baumbach, B.; Bendig, J.; Nagel, T., Journal fur praktische Chemie (Leipzig 1954), 1991, vol. 333, # 4, p. 625 - 635
  作者：Baumbach, B.、Bendig, J.、Nagel, T.、Dubsky, B.

  DOI：——

  日期：——
• Laser photolysis of naphthoquinone diazide in cyclohexane - two-laser chemistry
  作者：J. Bendig、R. Mitzner

  DOI：10.1002/bbpc.19940980803

  日期：1994.8

  AbstractThe laser photochemistry of 1,2‐naphthoquinone‐diazide‐(2)‐5‐sulfonic acid phenylester in cyclohexane has been investigated. The photolysis experiments have been done using a KrF laser pulse (generation pulse) and a nitrogen laser pulse (transformation pulse) with various time delay from 40 ns up to 1 s. At a time delay between the two laser pulses in the μs‐region, the formation of indene and cyclohexyl‐indene derivatives has been observed, additional to the corresponding indenecarboxylic acid. The laserspecific formation of these compounds is the result of the electronic excitation of the intermediately formed ketene and its reaction by decarbonylation. The time delay for getting a high yield of the indene and the cyclohexyl‐indene derivatives correlates closely with the rise time and the life time of the ketene.
• On the photodecomposition mechanism of o-diazonaphthoquinones
  作者：Monica Barra、T. A. Fisher、G. J. Cernigliaro、R. Sinta、J. C. Scaiano

  DOI：10.1021/ja00033a041

  日期：1992.3

  The mechanism for the photodecomposition of several o-diazonaphthoquinones has been examined in acetonitrile solution using time-resolved laser flash photolysis techniques. It is concluded that the Wolff rearrangement, which involves the formation of a ketene intermediate, can be regarded as a concerted process in the nanosecond time scale. It is suggested that the reaction of the ketene with water

  使用时间分辨激光闪光光解技术在乙腈溶液中研究了几种邻重氮萘醌的光分解机制。得出的结论是，沃尔夫重排涉及乙烯酮中间体的形成，可以被视为纳秒时间尺度上的协同过程。这表明乙烯酮与水的反应（众所周知会产生 3-茚甲酸）涉及乙烯酮水合物的中间体