2-(3,3-dimethyl-1-phenylbutoxy)-1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-(3,3-dimethyl-1-phenylbutoxy)-1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindole
• 英文别名: 2-(3,3-Dimethyl-1-phenylbutoxy)-1,1,3,3-tetramethylisoindole
• 化学式: C₂₄H₃₃NO
• 分子量: 351.532
• InChiKey: BEUPXFVCIVESBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯乙烯 、 过氧化叔戊酸叔丁酯 、 1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindol-2-yloxoyl radical 反应 1.0h， 生成 2-(2-tert-butoxy-1-phenylethoxy)-1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindole 、 2-methoxy-1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindole 、 2-tert-butoxy-1,1,3,3-tetramethylisoindoline 、 1,1,3,3-tetramethyl-2-(1-phenylpropoxy)isoindole 、 2-(3,3-dimethyl-1-phenylbutoxy)-1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindole
  参考文献：
  名称：

  Reaction of tert-Alkoxyl and Alkyl Radicals with Styrene Studied by the Nitroxide Radical-Trapping Technique

  摘要：

  The reactions of tert-alkyl peroxypivalates 1 (R = methyl, ethyl, and n-propyl) with styrene in the presence of the free-radical scavenger (1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindol-2-yl)oxyl (2) have been studied at 60 degrees C, tert-Butyl and tert-alkoxyl radicals (tert-butoxyl, tert-pentyloxyl, and tert-hexyloxyl radicals) were generated from the thermolysis of 1, and the derivative alkyl radicals (methyl, ethyl, n-propyl, and 4-hydroxy-4-methylpentyl radicals) were formed by subsequent unimolecular reactions (beta-scission and 1,5-H shift) of the corresponding tert-alkoxyl radicals. The extent of the unimolecular reactions of the tert-alkoxyl radicals (versus addition to styrene) and the relative reactivity of alkyl radicals toward addition to styrene were obtained fi om the competitive addition/trapping reactions. The absolute rate constants for the addition of tert-butyl, ethyl, methyl, and n-propyl radicals to styrene at 60 degrees C were estimated to be (7.4, 4.7, 5, and 5.4) x 10(5) M-1 s(-1), respectively.

  DOI：

  10.1021/jo9707489

文献信息

• Free Radical Initiation Mechanisms in the Polymerization of Methyl Methacrylate and Styrene with 1,1,3,3-Tetramethylbutyl Peroxypivalate:  Addition of Neopentyl Radicals
  作者：Tomoyuki Nakamura、W. Ken Busfield、Ian D. Jenkins、Ezio Rizzardo、San H. Thang、Shuji Suyama

  DOI：10.1021/ja972240t

  日期：1997.11.1

  to form neopentyl radicals (14b) and a 1,5-H shift to form 4-hydroxy-2,2,4-trimethylpentyl radicals (14c), were observed in both monomer systems. The resulting alkyl radicals underwent selective addition to the two monomers. The relative reactivities of the alkyl radicals toward addition to the monomers were obtained from competitive addition/trapping reactions. The absolute rate constants for the addition

  在自由基清除剂 1,1,3,3-四甲基-2,3 存在下，1,1,3,3-四甲基丁基（叔辛基）过氧新戊酸酯 (1) 与甲基丙烯酸甲酯 (MMA) 和苯乙烯的反应-dihydro-1H-isoindol-2-yloxyl (2) 已在 60 °C 下进行了研究。叔丁基和叔辛氧基自由基 (3) 由 1 的热解产生。 3 的主要单分子反应，即 β 断裂形成新戊基自由基 (14b) 和 1,5-H 转移形成 4 -羟基-2,2,4-三甲基戊基(14c)，在两种单体系统中都观察到。所得烷基自由基选择性地加成到两种单体中。烷基自由基对单体加成的相对反应性是从竞争性加成/捕集反应中获得的。在 60 °C 下将烷基 14b 和 14c 添加到两种单体的绝对速率常数估计为 9.5 × 105 和 2.6 × 105 M-1 s-1 到 MMA 和 4.5 × 105 和 0.7 × 105 M- 1 s-1 分别为苯乙烯。3
• Reaction of <i>tert</i>-Alkoxyl and Alkyl Radicals with Styrene Studied by the Nitroxide Radical-Trapping Technique
  作者：Tomoyuki Nakamura、W. Ken Busfield、Ian D. Jenkins、Ezio Rizzardo、San H. Thang、Shuji Suyama

  DOI：10.1021/jo9707489

  日期：1997.8.1

  The reactions of tert-alkyl peroxypivalates 1 (R = methyl, ethyl, and n-propyl) with styrene in the presence of the free-radical scavenger (1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindol-2-yl)oxyl (2) have been studied at 60 degrees C, tert-Butyl and tert-alkoxyl radicals (tert-butoxyl, tert-pentyloxyl, and tert-hexyloxyl radicals) were generated from the thermolysis of 1, and the derivative alkyl radicals (methyl, ethyl, n-propyl, and 4-hydroxy-4-methylpentyl radicals) were formed by subsequent unimolecular reactions (beta-scission and 1,5-H shift) of the corresponding tert-alkoxyl radicals. The extent of the unimolecular reactions of the tert-alkoxyl radicals (versus addition to styrene) and the relative reactivity of alkyl radicals toward addition to styrene were obtained fi om the competitive addition/trapping reactions. The absolute rate constants for the addition of tert-butyl, ethyl, methyl, and n-propyl radicals to styrene at 60 degrees C were estimated to be (7.4, 4.7, 5, and 5.4) x 10(5) M-1 s(-1), respectively.