allyl hydroperoxide | 6069-42-7

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机氢过氧化物
• 英文名称: allyl hydroperoxide
• 英文别名: Allyl-hydrogenperoxid；Allylhydroperoxid；Propen-3-hydroperoxid；Hydroperoxide, 2-propenyl；3-hydroperoxyprop-1-ene
• CAS: 6069-42-7
• 化学式: C₃H₆O₂
• 分子量: 74.0794
• InChiKey: LYPJURWUGVQBTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  5
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  allyl hydroperoxide 在 溴 作用下， 以 乙醚 为溶剂， 生成 2,3-dibromo-propyl hydroperoxide
  参考文献：
  名称：

  Seyfarth,H.E. et al., Angewandte Chemie, 1965, vol. 77, p. 1078

  摘要：

  DOI：
• 作为产物：
  描述：

  allylperoxyl radical 在 HO₂ 作用下， 生成 allyl hydroperoxide
  参考文献：
  名称：

  烯丙基和烯丙基过氧自由基在296 K下的自反应动力学和产物研究

  摘要：

  激光闪光光解技术结合紫外吸收光谱技术已被用于研究296 K下烯丙基（CH 2 CHCH 2）和烯丙基过氧自由基（CH 2 CHCH 2 O 2）的紫外光谱和反应动力学。和总压力接近大气压。CH 2 CHCH 2自由基是由193-1,6-己二烯-N 2混合物的193 nm光解或248 nm烯丙基碘-N 2混合物的光解产生的。六-1,5-二烯–O 2 –N 2混合物的193 nm光解用于生成CH 2 CHCH 2 O2。CH 2 CHCH 2的低分辨率光谱的特征是在210-232.5 nm范围内。相对于烯丙基碘的损失校准的最大吸收绝对值接近最大σ（220 nm）=（5.8±0.8）×10 –17 cm 2分子–1，与单一公布的测定结果非常吻合。在各种化学系统中观察到的CH 2 CHCH 2的时间依赖性，可以测量以下反应的速率系数2CH 2 CHCH 2（+ M）→CH 2 CHCH 2 CH 2

  DOI：

  10.1039/ft9938900433

文献信息

• On the concerted mechanism of the ene reaction of singlet molecular oxygen with olefins. An ab-initio mo study
  作者：K. Yamaguchi、T. Fueno、I. Saito、T. Matsuura、K.N. Houk

  DOI：10.1016/0040-4039(81)80141-4

  日期：1981.1

  Ab-initio MO (4-31G) calculations were performed for the reaction of propene with singlet molecular oxygen. The theoretical resultindicates that the concerted mechanism involves a model A-type transition state.

  对丙烯与单线态分子氧的反应进行从头算MO（4-31G）的计算。理论结果表明，该协调机制涉及模型A型过渡态。
• Rate constants for reduction of substituted methylperoxyl radicals by ascorbate ions and N,N,N',N'-tetramethyl-p-phenylenediamine
  作者：P. Neta、R. E. Huie、S. Mosseri、L. V. Shastri、J. P. Mittal、P. Maruthamuthu、S. Steenken

  DOI：10.1021/j100347a045

  日期：1989.5
• Kinetic studies of the allylperoxyl radical self-reaction and reaction with HO₂
  作者：Andrew A. Boyd、Barbara Nozière、Robert Lesclaux

  DOI：10.1039/ft9969200201

  日期：——

  The laser flash photolysis technique has been used to study the kinetics of the following reactions of the allylperoxy radical at atmospheric pressure and as a function of temperature:(1) CH2=CHCH2O2 + CH2=CHCH2O2 --> products(2) CH2=CHCH2O2 + HO2 --> CH2=CHCH2O2H + O-2The radicals were generated by the photolysis of suitable hexa-1,5-diene-O-2-N-2 and 3-chloropropene-HCHO-O-2-N-2 mixtures at lambda = 193 nm, the resulting total absorbance being measured as a function of time by UV absorption spectrometry. Knowledge of the secondary chemistry and of radical and product absorption spectra, combined with reasonable assumptions of their variations with temperature, allowed the rate coefficients of interest to be estimated by an iterative procedure involving numerical integration of decay profiles recorded at appropriate analysis wavelengths. The resulting Arrhenius expression for reaction (1) is k(1) = (5.4 +/- 1.1) x 10(-14) exp[(760 +/- 70)/T] cm(3) molecule(-1) s(-1) (T = 286-394 K), yielding k(1)(296 K) = (7.0 +/- 0.2) x 10(-13) cm(3) molecule(-1) s(-1) and in very good agreement with the only other room-temperature measurement of this rate coefficient (M. E. Jenkin et al., J. Chem. Soc., Faraday Trans., 1993, 89, 433). The determination of k, was limited by experimental conditions to T = 393-426 K, within which no variation with temperature could be distinguished, and giving k(2) = (5.6 +/- 0.4) x 10(-12) cm(3) molecule(-1) s(-1). Extrapolation to 298 K then suggests k(2) approximate to 1 x 10(-11) cm(3) molecule(-1) s(-1). The implications of these results for our understanding of isoprene degradation under conditions of low NOx concentrations and for general trends in peroxyl radical reactivity are discussed.
• Organic Peroxides. VI. Allyl Hydroperoxide¹
  作者：Stanley Dykstra、Harry S. Mosher

  DOI：10.1021/ja01570a044

  日期：1957.7
• YAMAGUCHI K.; FUENO T.; SAITO I.; MATSUURA T.; HOUK K. N., TETRAHEDRON LETT., 1981, 22, NO 8, 749-752
  作者：YAMAGUCHI K.、 FUENO T.、 SAITO I.、 MATSUURA T.、 HOUK K. N.

  DOI：——

  日期：——