1H-Isoindole, 2,3-dihydro-1,1,3,3-tetramethyl-2-[(1-phenylpentyl)oxy]- | 192818-60-3

• 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: 1H-Isoindole, 2,3-dihydro-1,1,3,3-tetramethyl-2-[(1-phenylpentyl)oxy]-
• 英文别名: 1,1,3,3-tetramethyl-2-(1-phenylpentoxy)isoindole
• CAS: 192818-60-3
• 化学式: C₂₃H₃₁NO
• 分子量: 337.505
• InChiKey: YCARMIRVOJCMNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 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 、 1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindol-2-yloxoyl radical 、 2-(n-propyl)-2-propyl peroxypivalate 反应 1.0h， 生成 2-methoxy-1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindole 、 1,1,3,3-Tetramethyl-2-propoxyisoindole 、 2-Methyl-5-(1,1,3,3-tetramethylisoindol-2-yl)oxypentan-2-ol 、 1H-Isoindole, 2,3-dihydro-1,1,3,3-tetramethyl-2-[(1-phenylpentyl)oxy]- 、 2-Methyl-7-phenyl-7-(1,1,3,3-tetramethylisoindol-2-yl)oxyheptan-2-ol 、 2-[2-(tert-hexyloxy)-1-phenylethoxy]-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

• 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.