2--1,2-diphenylethanone | 145430-85-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2--1,2-diphenylethanone
• 英文别名: 1,2-Diphenyl-2-[2-(1-phenylethenyl)phenyl]ethanone
• CAS: 145430-85-9
• 化学式: C₂₈H₂₂O
• 分子量: 374.482
• InChiKey: YITCKTOECGRGPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2--1,2-diphenylethanone 在 臭氧 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 以21%的产率得到1,4,5-triphenyl-2,3-benzo-6,8-dioxabicyclo<3.2.1>octane
  参考文献：
  名称：

  Ozonolyses of 1,2-diphenyl- and 2-phenylindene

  摘要：

  Ozonolyses of 1,2-diphenylindene (7), 2-phenylindene (18), and the structurally related acyclic keto olefins 13, 14, 26, and 32 were conducted in MeOH/CH2Cl2 at -70 and 0-degrees-C. The structure of the indenes, 7 and 18, and the reaction temperature, were found to exert an influence on the outcome of the reaction. Ozonolysis of 1,2-diphenylindene (7) at -70-degrees-C proceeded exclusively via the carbonyl oxide intermediate 15 providing the methanol-derived isochroman 9a as the sole isolable product. In contrast, four methanol-derived products, 20-23, were obtained from 2-phenylindene (18) under similar reaction conditions, suggesting that the primary ozonide 25 from 18 undergoes two competing modes of decomposition. Ozonolyses of indenes, 7 and 18, and 0-degrees-C gave mainly the corresponding ozonides, 8 and 19, respectively, while analogous reactions at -70-degrees-C resulted in the predominant formation of the methanol-derived products 9 and 20-23, respectively. The major differences in composition between the ozonolysis product mixtures derived from the acyclic keto olefins 13, 14, 26, and 32 and the appropriate corresponding indenes 7 and 18 suggest that the intermediate carbonyl oxides generated from the former do not make significant contributions to the reaction pathways of the latter.

  DOI：

  10.1021/jo00053a026
• 作为产物：
  描述：

  2-(2-Benzoylphenyl)-1,2-diphenylethanone 、 亚甲基三苯基膦烷 生成 2--1,2-diphenylethanone
  参考文献：
  名称：

  Ozonolyses of 1,2-diphenyl- and 2-phenylindene

  摘要：

  Ozonolyses of 1,2-diphenylindene (7), 2-phenylindene (18), and the structurally related acyclic keto olefins 13, 14, 26, and 32 were conducted in MeOH/CH2Cl2 at -70 and 0-degrees-C. The structure of the indenes, 7 and 18, and the reaction temperature, were found to exert an influence on the outcome of the reaction. Ozonolysis of 1,2-diphenylindene (7) at -70-degrees-C proceeded exclusively via the carbonyl oxide intermediate 15 providing the methanol-derived isochroman 9a as the sole isolable product. In contrast, four methanol-derived products, 20-23, were obtained from 2-phenylindene (18) under similar reaction conditions, suggesting that the primary ozonide 25 from 18 undergoes two competing modes of decomposition. Ozonolyses of indenes, 7 and 18, and 0-degrees-C gave mainly the corresponding ozonides, 8 and 19, respectively, while analogous reactions at -70-degrees-C resulted in the predominant formation of the methanol-derived products 9 and 20-23, respectively. The major differences in composition between the ozonolysis product mixtures derived from the acyclic keto olefins 13, 14, 26, and 32 and the appropriate corresponding indenes 7 and 18 suggest that the intermediate carbonyl oxides generated from the former do not make significant contributions to the reaction pathways of the latter.

  DOI：

  10.1021/jo00053a026

文献信息

• Ozonolyses of 1,2-diphenyl- and 2-phenylindene
  作者：Toshiya Sugimoto、Koichi Teshima、Norinaga Nakamura、Masatomo Nojima、Shigekazu Kusabayashi、Kevin J. McCullough

  DOI：10.1021/jo00053a026

  日期：1993.1

  Ozonolyses of 1,2-diphenylindene (7), 2-phenylindene (18), and the structurally related acyclic keto olefins 13, 14, 26, and 32 were conducted in MeOH/CH2Cl2 at -70 and 0-degrees-C. The structure of the indenes, 7 and 18, and the reaction temperature, were found to exert an influence on the outcome of the reaction. Ozonolysis of 1,2-diphenylindene (7) at -70-degrees-C proceeded exclusively via the carbonyl oxide intermediate 15 providing the methanol-derived isochroman 9a as the sole isolable product. In contrast, four methanol-derived products, 20-23, were obtained from 2-phenylindene (18) under similar reaction conditions, suggesting that the primary ozonide 25 from 18 undergoes two competing modes of decomposition. Ozonolyses of indenes, 7 and 18, and 0-degrees-C gave mainly the corresponding ozonides, 8 and 19, respectively, while analogous reactions at -70-degrees-C resulted in the predominant formation of the methanol-derived products 9 and 20-23, respectively. The major differences in composition between the ozonolysis product mixtures derived from the acyclic keto olefins 13, 14, 26, and 32 and the appropriate corresponding indenes 7 and 18 suggest that the intermediate carbonyl oxides generated from the former do not make significant contributions to the reaction pathways of the latter.