1-(1,1'-biphenyl-4-yl)-1-methylethyl hydroperoxide | 107623-70-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(1,1'-biphenyl-4-yl)-1-methylethyl hydroperoxide
• 英文别名: 2-([1,1'-Biphenyl]-4-yl)propane-2-peroxol；1-(2-hydroperoxypropan-2-yl)-4-phenylbenzene
• CAS: 107623-70-1
• 化学式: C₁₅H₁₆O₂
• 分子量: 228.291
• InChiKey: CVIWTMIBFCBFLR-UHFFFAOYSA-N

物化性质

• 熔点：
  83.5-85 °C
• 沸点：
  383.1±21.0 °C(Predicted)
• 密度：
  1.093±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-异丙基联苯 在 N-羟基邻苯二甲酰亚胺 、 偶氮二异丁腈 、 氧气 作用下， 以 苯甲腈 为溶剂， -213.16 ℃ 、101.33 kPa 条件下， 反应 6.0h， 生成 1-(1,1'-biphenyl-4-yl)-1-methylethyl hydroperoxide
  参考文献：
  名称：

  N-羟基酰亚胺在离子液体中作为溶剂将烷基芳烃有氧氧化为氢过氧化物

  摘要：

  本文报道了在N-羟基酰亚胺（N-羟基邻苯二甲酰亚胺，N-羟基琥珀酰亚胺，4-十二烷氧基羰基-N-羟基邻苯二甲酰亚胺，N，N-二羟基邻苯二甲酰亚胺，N-乙酰氧基邻苯二甲酰亚胺）存在下用氧将烷基芳烃氧化为氢过氧化物的研究。液体作为溶剂。枯烯，乙苯，萘和联苯的一异丙基和二异丙基衍生物用作起始原料。作为溶剂，由具有乙基，丁基，己基或辛基取代基的1-烷基-3-甲基咪唑阳离子和[BF 4 ]，[PF 6 ]，[NTf 2 ]，[CF 3等阴离子组成的离子液体施加了SO 3，[OcOSO 3 ]和[CH 3 OSO 3 ]。已经确定有机溶剂可以被离子液体代替，其不会加速氢过氧化物的分解，并且具有相对较高的氧气和催化剂溶解度以及低粘度的特征。在研究的IL中，这些具有[NTf 2 ]和[PF 6 ]阴离子的离子满足上述要求。

  DOI：

  10.1016/j.apcata.2018.05.012

文献信息

• The process of 4‐hydroxybiphenyl synthesis from 4‐isopropylbiphenyl
  作者：Zbigniew Stec、Beata Orlińska、Bartłomiej Jakubowski、Jan Zawadiak

  DOI：10.1002/kin.20335

  日期：2008.9

  The kinetics of the oxidation of 4-isopropylbiphenyl (1) in the liquid phase by oxygen to 1-(1,1′-biphenyl-4-yl)-1-methylethyl hydroperoxide (2) was investigated. The oxidizability of 1 in the temperature range from 60°C to 120°C and the overall energy activation of oxidation were determined. Long-term oxidation of 1 to 2 in the temperature range of 80–120°C was investigated, and the yield and selectivity

  研究了 4-异丙基联苯 (1) 在液相中被氧气氧化为 1-(1,1'-联苯-4-基)-1-甲基乙基氢过氧化物 (2) 的动力学。测定了 1 在 60°C 至 120°C 温度范围内的氧化能力和氧化的总能量活化。研究了 1 到 2 在 80-120°C 温度范围内的长期氧化，并确定了该过程的收率和选择性。获得纯 2，并定义其性质。4-羟基联苯是 2 酸分解的结果。 © 2008 Wiley Periodicals, Inc. Int J Chem Kinet 40: 527–532, 2008
• Sunlight Induced Oxidative Photoactivation of<i>N</i>-Hydroxyphthalimide Mediated by Naphthalene Imides
  作者：Lucio Melone、Paola Franchi、Marco Lucarini、Carlo Punta

  DOI：10.1002/adsc.201300611

  日期：2013.11.11

  AbstractWe report the aerobic photoactivation of N‐hydroxyphthlimide (NHPI) to the phthalimido‐N‐oxyl (PINO) radical mediated by naphthalene monoimides (NI) for promoting the selective oxidation of alkylaromatics and allylic compounds to the corresponding hydroperoxides. In the absence of either NI or NHPI no oxidation was observed, meaning that the two molecules operate in a synergistic way. Sunlight as well as artificial UV‐light irradiation was necessary in order to perform the process at low temperature (30–35 °C). EPR spectroscopy confirmed the role of NI and oxygen in promoting the formation of the superoxide radicals O2.− which, in turn, increased the concentration of PINO radicals during the UV light irradiation of NI/NHPI mixtures in MeCN. The investigation was extended to NI bearing different substituents on the naphthalene moiety. Finally, the synthesis and application of a unique photocatalyst including the NI and NHPI moieties linked by a suitable spacer was also considered. In this case the photocatalyst showed a substrate‐dependent behaviour with some peculiarities in comparison to the system where NI and NHPI are independent units in the same reacting system. This photocatalytic system paves the way to a non‐thermal, metal‐free approach for CH bond activation towards aerobic oxidation under very mild conditions.magnified image
• JPS63309860A
  申请人：——

  公开号：JPS63309860A

  公开（公告）日：1988-12-16
• Aerobic oxidation of alkylaromatic hydrocarbons to hydroperoxides catalysed by N-hydroxyimides in ionic liquids as solvents
  作者：Gabriela Dobras、Beata Orlińska

  DOI：10.1016/j.apcata.2018.05.012

  日期：2018.7

  alkylaromatic hydrocarbons to hydroperoxides with oxygen in the presence of N-hydroxyimides (N-hydroxyphthalimide, N-hydroxysuccinimide, 4-dodecyloxycarbonyl-N-hydroxyphthalimide, N,N-dihydroxypyromellitimide, N-acetoxyphthalimide) in ionic liquids as solvents. Cumene, ethylbenzene, mono- and di-isopropyl derivatives of naphthalene and biphenyl were used as starting materials. As solvents, ionic liquids composed

  本文报道了在N-羟基酰亚胺（N-羟基邻苯二甲酰亚胺，N-羟基琥珀酰亚胺，4-十二烷氧基羰基-N-羟基邻苯二甲酰亚胺，N，N-二羟基邻苯二甲酰亚胺，N-乙酰氧基邻苯二甲酰亚胺）存在下用氧将烷基芳烃氧化为氢过氧化物的研究。液体作为溶剂。枯烯，乙苯，萘和联苯的一异丙基和二异丙基衍生物用作起始原料。作为溶剂，由具有乙基，丁基，己基或辛基取代基的1-烷基-3-甲基咪唑阳离子和[BF 4 ]，[PF 6 ]，[NTf 2 ]，[CF 3等阴离子组成的离子液体施加了SO 3，[OcOSO 3 ]和[CH 3 OSO 3 ]。已经确定有机溶剂可以被离子液体代替，其不会加速氢过氧化物的分解，并且具有相对较高的氧气和催化剂溶解度以及低粘度的特征。在研究的IL中，这些具有[NTf 2 ]和[PF 6 ]阴离子的离子满足上述要求。