(E)-1,1'-(1,2-diphenylethene-1,2-diyl)bis(4-phenyl-1,2,4-triazolidine-3,5-dione) | 214001-07-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (E)-1,1'-(1,2-diphenylethene-1,2-diyl)bis(4-phenyl-1,2,4-triazolidine-3,5-dione)
• CAS: 214001-07-7
• 化学式: C₃₀H₂₂N₆O₄
• 分子量: 530.542
• InChiKey: OLXPIDCIEFLJAF-OCEACIFDSA-N

物化性质

• 密度：
  1.423±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.89
• 重原子数：
  40.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  119.58
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (E)-1,1'-(1,2-diphenylethene-1,2-diyl)bis(4-phenyl-1,2,4-triazolidine-3,5-dione) 在 水 作用下， 生成 1,4-Diphenyl-1,2,4-triazolidin-3,5-dion 、 苯甲醛
  参考文献：
  名称：

  Spin Adducts from the Reaction Between N-Phenyl-alpha-tert-butylnitrone (PBN) and Activated Olefins. A Facile Pathway Converting PBN into 2-Methyl-2-nitrosopropane (MNP).

  摘要：

  N-Phenyl-alpha-tert-butylnitrone (PBN) reacts with activated olefins RCH=CHR, such as maleimides, maleic anhydride or diethyl maleate, with formation of two types of persistent spin adducts giving characteristic EPR spectra, denoted types A and B. Spin adducts with type A spectrum were formed photochemically and identified as reductive coupling products between the olefin and PEN, RCH2CH(R)-PBN.. Spin adducts with type B spectra were formed photochemically and/or thermally and were identified as reductive coupling products RCH2CH(R)-N(O-.)Bu-t between the olefin and a degradation product of PEN, 2-methyl-2-nitrosopropane (MNP, t-BuNO).The conversion of PEN to t-BuNO was studied for a compound with an exceedingly reactive nitrogen-nitrogen double-bond, namely 4-phenyl-4H-1,2,4-triazoline-3,5-dione (PTAD). In this case, a 74% yield of t-BuNO was obtained in a short period of time; alpha,N-diphenylnitrone reacted similarly to give nitrosobenzene. The reaction between PEN and an activated olefin was assumed to occur analogously, either via the initial formation of a 1,3-dipolar cycloadduct or some parallel reaction involving attack of the electrophilic olefin at the PEN a-carbon. The 1,3-dipolar cycloadduct between PEN and N-phenylmaleimide exhibited favourable initiator properties for living polymerization of styrene.A new type of spin adduct, RCH(Bu-t)CH(R)-N(O-.)Bu-t, was prepared by the photochemical reaction between an activated olefin and t-BuNO. This reaction presumably proceeds by photocleavage of t-BuNO to NO and t-Bu-., the latter reacting with the activated olefin to give a transient radical, RCH(Bu-t)CH.(R), which is trapped by t-BuNO.

  DOI：

  10.3891/acta.chem.scand.52-1081
• 作为产物：
  描述：

  4-苯基-1,2,4-三唑啉-3,5-二酮 、 (Z)-N-benzylidene-2-methylpropan-2-amine oxide 以 二氯甲烷 为溶剂， 生成 亚硝基叔丁烷 、 (E)-1,1'-(1,2-diphenylethene-1,2-diyl)bis(4-phenyl-1,2,4-triazolidine-3,5-dione)
  参考文献：
  名称：

  Spin Adducts from the Reaction Between N-Phenyl-alpha-tert-butylnitrone (PBN) and Activated Olefins. A Facile Pathway Converting PBN into 2-Methyl-2-nitrosopropane (MNP).

  摘要：

  N-Phenyl-alpha-tert-butylnitrone (PBN) reacts with activated olefins RCH=CHR, such as maleimides, maleic anhydride or diethyl maleate, with formation of two types of persistent spin adducts giving characteristic EPR spectra, denoted types A and B. Spin adducts with type A spectrum were formed photochemically and identified as reductive coupling products between the olefin and PEN, RCH2CH(R)-PBN.. Spin adducts with type B spectra were formed photochemically and/or thermally and were identified as reductive coupling products RCH2CH(R)-N(O-.)Bu-t between the olefin and a degradation product of PEN, 2-methyl-2-nitrosopropane (MNP, t-BuNO).The conversion of PEN to t-BuNO was studied for a compound with an exceedingly reactive nitrogen-nitrogen double-bond, namely 4-phenyl-4H-1,2,4-triazoline-3,5-dione (PTAD). In this case, a 74% yield of t-BuNO was obtained in a short period of time; alpha,N-diphenylnitrone reacted similarly to give nitrosobenzene. The reaction between PEN and an activated olefin was assumed to occur analogously, either via the initial formation of a 1,3-dipolar cycloadduct or some parallel reaction involving attack of the electrophilic olefin at the PEN a-carbon. The 1,3-dipolar cycloadduct between PEN and N-phenylmaleimide exhibited favourable initiator properties for living polymerization of styrene.A new type of spin adduct, RCH(Bu-t)CH(R)-N(O-.)Bu-t, was prepared by the photochemical reaction between an activated olefin and t-BuNO. This reaction presumably proceeds by photocleavage of t-BuNO to NO and t-Bu-., the latter reacting with the activated olefin to give a transient radical, RCH(Bu-t)CH.(R), which is trapped by t-BuNO.

  DOI：

  10.3891/acta.chem.scand.52-1081