1-异丙烯基-2-异丙基苯 | 5557-93-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-异丙烯基-2-异丙基苯
• 英文名称: o-Isopropyl-α-methylstyrene
• 英文别名: o-Isopropyl-α-methylstyrol；Benzene, 1-(1-methylethenyl)-2-(1-methylethyl)-；1-propan-2-yl-2-prop-1-en-2-ylbenzene
• CAS: 5557-93-7
• 化学式: C₁₂H₁₆
• 分子量: 160.259
• InChiKey: NQNOSJUXYMZTTF-UHFFFAOYSA-N

物化性质

• 沸点：
  223.0±10.0 °C(Predicted)
• 密度：
  0.864±0.06 g/cm3(Predicted)
• 保留指数：
  1260.6
• 稳定性/保质期：

  存在于主流烟气中。

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-异丙烯基-2-异丙基苯 、 频那醇硼烷 在 N-[2-[6-[(4S)-4-tert-butyl-4,5-dihydro-1,3-oxazol-2-yl]pyridin-2-yl]propan-2-yl]-2,6-dimethylaniline 、 三仲丁基硼氢化钠 、 cobalt(II) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以64%的产率得到C₁₈H₂₉BO₂
  参考文献：
  名称：

  立体受阻苯乙烯的双-立体控制不对称钴催化的硼氢化反应

  摘要：

  设计并合成了恶唑啉氨基异丙基吡啶（OAP），用于钴催化的位阻苯乙烯的不对称硼氢化。分别使用刚性OIP·CoCl 2络合物或以CoCl 2为预催化剂的柔性OAP观察到独特的双重立体控制现象。该反应可以很容易地在克级进行，得到手性烷基硼酸酯，可以将其转化为多种C–X（X = C，N，O）键交叉偶联的产物。在氘实验的基础上，提出了机理上不同的途径。

  DOI：

  10.1021/acscatal.6b02278
• 作为产物：
  描述：

  7,7,8,8-tetramethyl-o-quinodimethane 以 乙腈 为溶剂， 生成 1-异丙烯基-2-异丙基苯
  参考文献：
  名称：

  Nitric Oxide Cheletropic Traps (NOCTs) with Improved Thermal Stability and Water Solubility

  摘要：

  The search for nitric oxide cheletropic traps (NOCTs) of the 7,7,8,8-tetraalkyl-o-quinodimethane type which would have properties appropriate for monitoring the formation of nitric oxide in cell cultures and in vivo by magnetic resonance techniques is described. In addition to the necessary condition that a NOCT reacts rapidly with NO to yield a persistent nitroxide radical, two additional properties were sought: (i) thermal stability at the temperature of interest (37 degrees C) and (ii) water solubility. To these ends, a number of 1,1,3,3-tetraalkyl-2-indanones (and a related naphthalene derivative) were synthesized and subjected to UV photolysis in solution, a procedure which generally (though not in all cases) caused the elimination of carbon monoxide and formation of the corresponding o-quinodimethane. The thermal instability of many of these compounds is due to a 1,5-sigmatropic hydrogen atom transfer which, for example, converts 7,7,8,8-tetramethyl-o-quinodimethane (1) to o-isopropyll-alpha-methylstyrene(1P) with a half-life of only ca. 140 s at 37 degrees C. Several o-quinodimethanes were discovered which were, for all practical purposes, completely stable at 37 degrees C. The most suitable lipid-soluble NOCT discovered was 7-(2-indenyl)-7,8,8-trimethyl-o-quinodimethane (5), which is stable and reacts very rapidly with NO to form a persistent nitroxide. Various derivatives of 5 were also examined and found to be equally, or almost equally, effective NOCTs. Water solubility was explored by addition of water-solubilizing groups to the ring of 1. The carboxylic acid group, 13, was found to be particularly suitable, since the carboxylate anion 14 conferred excellent water solubility without,interfering with either the nitric oxide trapping reaction or the necessary photoelimination of carbon monoxide from the starting indanone. Of even greater importance, the carboxylate group had no apparent effect on the rate of the thermal 1,5-sigmatropic rearrangement; i.e., the rates of decay of 14 and 1 were equal within experimental error. It is concluded that NOCTs of the o-quinodimethane class having long lifetimes and a high reactivity toward NO can now be prepared with appropriate lipophilic, hydrophilic, or amphiphilic properties. These NOCTs should prove suitable for exploratory use in biological systems.

  DOI：

  10.1021/ja00086a010

文献信息

• Reactions of oxasilacyclopropane. Generation of silanediyl by photo and thermal induced cycloelimination
  作者：Wataru Ando、Yoshitaka Hamada、Akira Sekiguchi

  DOI：10.1039/c39830000952

  日期：——

  Dimesitylsilanediyl was generated from photolysis and pyrolysis of the oxasilacyclopropane (1)via a [3 → 2 +1] cycloelimination reaction.

  通过[3→2 +1]环消除反应由草酰硅环丙烷（1）进行光解和热解生成二甲硅烷基二甲硅烷基。
• Engineering reactions in crystals: gem-dialkoxy substitution enables the photodecarbonylation of crystalline 2-indanone
  作者：Danny Ng、Zhe Yang、Miguel A. Garcia-Garibay

  DOI：10.1016/s0040-4039(02)01549-6

  日期：2002.9

  -cleavage (Norrish type-I reaction) 4 and decarbonylation of triplet dialkyl ketones. 3,5 We have shown that cyclic and open chain ketones with ,-diphenyl and ,-diester substituents can react smoothly in the solid state (Scheme 1). As the bond dissociation energies of the -bonds are reduced by the -substituents, the bond cleavage reactions become more exothermic from the triplet excited state. 6 The more

  在溶液和晶体中研究了三种 1,1,3,3-四取代 2-茚满酮的光化学反应性。虽然四甲基-2-茚满酮 2 的溶液辐照以高产率产生 1-异丙烯基-2-异丙基苯 5，但 2 的晶体完全是惰性的。相比之下，1,3-双（乙二氧基）-2-茚满酮 3 样品在两种介质中都能有效反应。虽然溶液辐照产生苯并环丁烷 7 和邻二甲苯 8，但只有前者以固态形成。最后，1,3-双硫缩酮类似物 4 在溶液中反应缓慢，但在固态时完全没有反应。根据自由基稳定效应和可能的分子内猝灭机制分析了三种茚满酮之间的反应性差异。© 2002 Elsevier Science Ltd. 保留所有权利。尽管晶体中的许多反应都以非常高的选择性和特异性 1 进行，但它们有限的可预测性阻碍了化学家在合成应用中开发它们的潜力。为了识别可靠的固态反应，我们探索了使用形成高能物质的化合物，例如卡宾、2 个双自由基和自由基对。3 我们预计，尽管在固态下
• Gream,G.E. et al., Australian Journal of Chemistry, 1969, vol. 22, p. 1229 - 1247
  作者：Gream,G.E. et al.

  DOI：——

  日期：——
• Structural Features Facilitating the Photodecarbonylation of Cyclic Ketˇones^1,2
  作者：J. Edward Starr、Richard H. Eastman

  DOI：10.1021/jo01343a019

  日期：1966.5
• Time resolved studies on the photogeneration and photochemistry of tetramethyl-o-xylylene
  作者：V. Wintgens、J. C. Netto-Ferreira、H. L. Casal、J. C. Scaiano

  DOI：10.1021/ja00162a041

  日期：1990.3