3-hydroxy-propyl | 6154-13-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-hydroxy-propyl
• 英文别名: γ-hydroxypropyl radical；3-hydroxypropyl radical；hydroxypropyl radical；3-Hydroxy-propyl-Radikal；Hydroxy-n-propylradikal；CH2CH2CH2OH
• CAS: 6154-13-8
• 化学式: C₃H₇O
• 分子量: 59.088
• InChiKey: QOXOZONBQWIKDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  4
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  甲醇 、 乙烯 在 二叔丁基过氧化物 作用下， 生成 3-hydroxy-propyl
  参考文献：
  名称：

  Absolute rate constants for the addition of hydroxymethyl radicals to alkenes in methanol solution

  摘要：

  AbstractAbsolute rate constants and their temperature dependencies were determined for the addition of hydroxymethyl radicals (CH2OH) to 20 mono‐ or 1,1‐disubstituted alkenes (CH2 = CXY) in methanol by time‐resolved electron spin resonance spectroscopy. With the alkene substituents the rate constants at 298 K (k298) vary from 180 M−1s−1 (ethyl vinylether) to 2.1 middot; 106 M−1s−1 (acrolein). The frequency factors obey log A/M−1s−1 = 8.1 ± 0.1, whereas the activation energies (Ea) range from 11.6 kJ/mol (methacrylonitrile) to 35.7 kJ/mol (ethyl vinylether). As shown by good correlations with the alkene electron affinities (EA), log k298/M−1s−1 = 5.57 + 1.53 · EA/eV (R2 = 0.820) and Ea = 15.86 − 7.38 · EA/eV (R2 = 0.773), hydroxymethyl is a nucleophilic radical, and its addition rates are strongly influenced by polar effects. No apparent correlation was found between Ea or log k298 with the overall reaction enthalpy. © 1995 John Wiley & Sons, Inc.

  DOI：

  10.1002/kin.550270207

文献信息

• Khatoon, T.; Edelbuettel-Einhaus, J.; Hoyermann, K., Berichte der Bunsen-Gesellschaft, 1989, vol. 93, p. 626 - 632
  作者：Khatoon, T.、Edelbuettel-Einhaus, J.、Hoyermann, K.、Wagner, H. Gg.

  DOI：——

  日期：——
• Gilbert, Bruce C.; Norman, Richard O. C.; Williams Peter S., Journal of the Chemical Society. Perkin transactions II, 1982, p. 1439 - 1446
  作者：Gilbert, Bruce C.、Norman, Richard O. C.、Williams Peter S.、Winter, Jeremy N.

  DOI：——

  日期：——
• Absolute rate constants for the addition of hydroxymethyl radicals to alkenes in methanol solution
  作者：J. Q. Wu、H. Fischer

  DOI：10.1002/kin.550270207

  日期：1995.2

  AbstractAbsolute rate constants and their temperature dependencies were determined for the addition of hydroxymethyl radicals (CH2OH) to 20 mono‐ or 1,1‐disubstituted alkenes (CH2 = CXY) in methanol by time‐resolved electron spin resonance spectroscopy. With the alkene substituents the rate constants at 298 K (k298) vary from 180 M−1s−1 (ethyl vinylether) to 2.1 middot; 106 M−1s−1 (acrolein). The frequency factors obey log A/M−1s−1 = 8.1 ± 0.1, whereas the activation energies (Ea) range from 11.6 kJ/mol (methacrylonitrile) to 35.7 kJ/mol (ethyl vinylether). As shown by good correlations with the alkene electron affinities (EA), log k298/M−1s−1 = 5.57 + 1.53 · EA/eV (R2 = 0.820) and Ea = 15.86 − 7.38 · EA/eV (R2 = 0.773), hydroxymethyl is a nucleophilic radical, and its addition rates are strongly influenced by polar effects. No apparent correlation was found between Ea or log k298 with the overall reaction enthalpy. © 1995 John Wiley & Sons, Inc.