dihydro-3,6-diphenyl-5-benzyl-1,2,4,5-trioxazine | 122744-70-1

• 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: dihydro-3,6-diphenyl-5-benzyl-1,2,4,5-trioxazine
• 英文别名: 5-Benzyl-3,6-diphenyl-1,2,4,5-trioxazinane
• CAS: 122744-70-1
• 化学式: C₂₁H₁₉NO₃
• 分子量: 333.387
• InChiKey: MQSBWGVTWUELQA-UHFFFAOYSA-N

物化性质

• 沸点：
  468.8±55.0 °C(Predicted)
• 密度：
  1.202±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  30.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  dihydro-3,6-diphenyl-5-benzyl-1,2,4,5-trioxazine 以 苯 为溶剂， 生成 苯甲醛 、 苯甲醛肟
  参考文献：
  名称：

  Kinetics and mechanism of the thermal decomposition reaction of Dihydro-3,6-Diphenyl-5-Benzyl-1,2,4,5-Trioxazine

  摘要：

  The thermal decomposition reactions of dihydro-3,6-diphenyl-5-benzyl-1,2,4,5-trioxazine (DHT) in the initial concentrations and temperature ranges of 0.004-0.013 M and 353-393 K, respectively, have been investigated in benzene, toluene, and methanol solutions. In these solvents the reaction follows a first-order kinetic law up to ca. 50% DHT conversions. However, at the higher temperatures and higher initial concentrations, an induced decomposition reaction of the DHT molecule is observed, which is suppressed by the addition of a free radical scavenger. The pseudo-first-order rate constant values for the reactions of the trioxazine in acetic acid solution (0.004 M) in the temperature range of 313-323 K, lead to activation parameters significantly different from those of the unimolecular thermolysis in other media. This supports a marked effect of the solvent on that reaction, The kinetics and the nature of the products observed in the DHT thermolysis favors a general stepwise mechanism of decomposition which resembles the type of reaction already postulated for other cyclic peroxides in solution. (C) 1996 John Wiley & Sons, Inc.

  DOI：

  10.1002/(sici)1097-4601(1996)28:1<21::aid-kin3>3.0.co;2-o
• 作为产物：
  描述：

  Β-苯乙烯甲醚 、 N-Benzylidenebenzylamine N-oxide 在 臭氧 作用下， 以 二氯甲烷 为溶剂， 以30%的产率得到苯甲醛
  参考文献：
  名称：

  1,2,4,5-三恶嗪烷的合成和 X 射线分析

  摘要：

  L'heterocycle du titre a ete synthetise par cycloaddition de nitrones au produit d'ozonolyse d'enols ethers

  DOI：

  10.1021/ja00199a083

文献信息

• Synthesis and x-ray analysis of 1,2,4,5-trioxazinane
  作者：Mitsuyuki Mori、Tomohito Sugiyama、Masatomo Nojima、Shigekazu Kusabayashi、Kevin J. McCullough

  DOI：10.1021/ja00199a083

  日期：1989.8

  L'heterocycle du titre a ete synthetise par cycloaddition de nitrones au produit d'ozonolyse d'enols ethers

  L'heterocycle du titre a ete synthetise par cycloaddition de nitrones au produit d'ozonolyse d'enols ethers
• Kinetics and mechanism of the thermal decomposition reaction of Dihydro-3,6-Diphenyl-5-Benzyl-1,2,4,5-Trioxazine
  作者：L�zaro F.R. Cafferata、Masatomo Nojima、Hideyuki Yamakoshi

  DOI：10.1002/(sici)1097-4601(1996)28:1<21::aid-kin3>3.0.co;2-o

  日期：——

  The thermal decomposition reactions of dihydro-3,6-diphenyl-5-benzyl-1,2,4,5-trioxazine (DHT) in the initial concentrations and temperature ranges of 0.004-0.013 M and 353-393 K, respectively, have been investigated in benzene, toluene, and methanol solutions. In these solvents the reaction follows a first-order kinetic law up to ca. 50% DHT conversions. However, at the higher temperatures and higher initial concentrations, an induced decomposition reaction of the DHT molecule is observed, which is suppressed by the addition of a free radical scavenger. The pseudo-first-order rate constant values for the reactions of the trioxazine in acetic acid solution (0.004 M) in the temperature range of 313-323 K, lead to activation parameters significantly different from those of the unimolecular thermolysis in other media. This supports a marked effect of the solvent on that reaction, The kinetics and the nature of the products observed in the DHT thermolysis favors a general stepwise mechanism of decomposition which resembles the type of reaction already postulated for other cyclic peroxides in solution. (C) 1996 John Wiley & Sons, Inc.