1-烯丙基-4-异丙基苯 | 3897-64-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 1-烯丙基-4-异丙基苯
• 英文名称: 1-allyl-4-isopropylbenzene
• 英文别名: p-allylcumene；3-(4-Isopropylphenyl)-1-propene；1-propan-2-yl-4-prop-2-enylbenzene
• CAS: 3897-64-1
• 化学式: C₁₂H₁₆
• 分子量: 160.259
• InChiKey: QBLYEXXCHLBGNO-UHFFFAOYSA-N

物化性质

• 沸点：
  64 °C(Press: 2 Torr)
• 密度：
  0.871±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  12
• 可旋转键数：
  3
• 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

安全信息

• 海关编码：
  2902909090

反应信息

• 作为反应物：
  描述：

  1-烯丙基-4-异丙基苯 在 氢氧化钾 、 二异丁基甲醇 、 硫酸 、 水 、 sodium 、 xylene 作用下， 生成 3-(对枯烯基)-2-甲基丙醇
  参考文献：
  名称：

  Real-Time Indoor and Outdoor Measurements of Black Carbon in an Occupied House: An Examination of Sources

  摘要：

  Black carbon (BC) was measured every 5 min for two years (May 1998-May 2000) inside and immediately outside a northern Virginia house (suburban Washington, DC) occupied by two nonsmokers. Two aethalometers, which measure BC by optical transmission through a quartz fiber tape, were employed indoors and outdoors. Meteorological parameters were obtained on an hourly basis from nearby Dulles airport. Indoor activities were recorded to identify indoor sources such as combustion activities, which occurred 9% of the time during the first year and 4% of the time during the second year. At times without indoor sources, indoor/outdoor BC ratios averaged 0.53 in the first year and 0.35 in the second year.The main outdoor source of BC was the general regional background, contributing 83-84% of the total during each of the two years. Morning rush hour traffic contributed 8-9% of the total BC. An evening peak in the fall and winter, thought to include contributions from wood burning, was responsible for similar to8% of the annual average BC concentration. The main indoor sources of BC were cooking and candle burning, contributing 16 and 31%, respectively, of the annual average indoor concentrations in the two years. Relative humidity (RH) affected the outdoor aethalometer in both years. An artifact associated with the tape advance was noted for the aethalometer, but a correction factor was developed that reduced the associated error by a factor of 2.

  DOI：

  10.1080/10473289.2002.10470758
• 作为产物：
  描述：

  1-氯-4-丙-2-基苯 、 烯丙基三甲基硅烷 在 caesium carbonate 作用下， 以 水 、 乙腈 为溶剂， 反应 18.0h， 以70%的产率得到1-烯丙基-4-异丙基苯
  参考文献：
  名称：

  通过光生三重态4-烷基和4-三甲基甲硅烷基苯基阳离子实现无过渡金属的芳基化

  摘要：

  在4-氯烷基苯和4-氯苯基三甲基硅烷的质子溶剂中辐照导致芳基-氯键的杂合裂解，得到相应的三重苯基阳离子。将它们用于温和条件下的无过渡金属芳构化反应，以中等至良好的收率得到烯丙基苯，γ-苄基内酯，3-芳基缩醛（缩酮）和联芳基。UB3LYP / 6-311 + G（2d，p）级别的DFT计算支持了所遵循的路径。

  DOI：

  10.1021/jo4007046
• 作为试剂：
  描述：

  1-烯丙基-4-异丙基苯 在 三氯化锇 1-烯丙基-4-异丙基苯 、 1-(1-methylethyl)-4-(prop-1-en-1-yl)benzene 作用下， 反应 2.0h， 以57% of trans-p-propenylcumene is obtained的产率得到(E)-1-isopropyl-4-(prop-1-en-1-yl)benzene
  参考文献：
  名称：

  Process for the isomerization of aromatic alkenyl compounds

  摘要：

  芳香烯基化合物，例如丁香酚和樟脑醚，通过与钌或锇催化剂接触进行异构化，例如异丁香酚和异樟脑醚。

  公开号：

  US04138411A1

文献信息

• Palladium-Catalyzed Allylic C–H Oxidative Annulation for Assembly of Functionalized 2-Substituted Quinoline Derivatives
  作者：Chunsheng Li、Jianxiao Li、Yanni An、Jianwen Peng、Wanqing Wu、Huanfeng Jiang

  DOI：10.1021/acs.joc.6b01909

  日期：2016.12.16

  An efficient and practical palladium-catalyzed aerobic oxidative approach to afford functionalized 2-substituted quinolines in moderate to good yields from readily available allylbenzenes with aniline is developed. The present annulation process has high functional-group tolerance and high atom economy, making it a valuable and practical method in synthetic and medicinal chemistry. Moreover, this transformation

  开发了一种有效且实用的钯催化有氧氧化方法，可从容易获得的烯丙基苯与苯胺以中等至良好的产率提供官能化的2-取代的喹啉。目前的环形工艺具有较高的官能团耐受性和较高的原子经济性，使其成为合成和药物化学中有价值和实用的方法。此外，这种转变被认为是通过氧化烯丙基的C–H功能化而进行的，从而在一锅中形成C–C和C–N键。
• Palladium-Catalyzed Regioselective Aerobic Allylic C−H Oxygenation: Direct Synthesis of <i>α,β</i> -Unsaturated Aldehydes and Allylic Alcohols
  作者：Chunsheng Li、Huoji Chen、Jianxiao Li、Meng Li、Jianhua Liao、Wanqing Wu、Huanfeng Jiang

  DOI：10.1002/adsc.201701324

  日期：2018.4.17

  A protocol for the synthesis of α,β‐unsaturated aldehydes and allylic alcohols from simple allylic hydrocarbons with water via palladium‐catalyzed functionalization of allylic C−H bonds was described. Molecular oxygen is utilized as the sole oxidant in this oxygenation of terminal alkenes. This protocol features good functional group compatibility, broad substrate scope, and high atom‐ and step‐economy

  描述了通过钯催化的烯丙基CH键的官能化，由简单的烯丙基烃与水合成α，β-不饱和醛和烯丙基醇的方案。在末端烯烃的这种氧化中，分子氧被用作唯一的氧化剂。该协议具有良好的官能团兼容性，广泛的底物范围以及高原子经济性和阶梯经济性。而且，该方法在合成布洛芬中的应用可以突出该方法的合成效用，布洛芬是一种非常有效的止痛药。
• Transformations of para-Substituted Benzylcyclopropanes, Allylbenzenes, and Diphenylmethanes under Nitration with Nitric Acid in Acetic Anhydride
  作者：S. S. Mochalov、R. A. Gazzaeva、A. N. Fedotov、B. P. Archegov、E. V. Trofimova、Yu. S. Shabarov、N. S. Zefirov

  DOI：10.1007/s11178-005-0179-x

  日期：2005.3

  Electrophilic nitration of benzylcyclopropanes, allylbenzenes, and diphenylmethanes containing ortho, para-orienting substituents in the para position of the benzene ring results mainly in replacement of the cyclopropylmethyl, allyl, or benzyl group, respectively (ipso substitution). The nitration of 4-cyclopropylallylbenzene is not accompanied by nitrodealkylation, and the products are only 2- and 3-nitro-4-cyclopropylallylbenzenes.

  苯环对位上含有正交、对位取向取代基的苄基环丙烷、烯丙基苯和二苯基甲烷的亲电硝化主要分别导致环丙基甲基、烯丙基或苄基的取代（同位取代）。4-环丙基烯丙基苯的硝化不伴有硝基脱烷基化，产物仅为 2-和 3-硝基-4-环丙基烯丙基苯。
• Chromium-Catalyzed Alkene Isomerization with Switchable Selectivity
  作者：Jiaoyue Zhong、Xuelan Wang、Meiming Luo、Xiaoming Zeng

  DOI：10.1021/acs.orglett.4c00737

  日期：2024.4.19

  of two different internal alkene isomers. The chromium catalyst, in the presence of HBpin/LiOtBu, enables the isomerization of alkenes over multiple carbon atoms to give the most thermodynamically stable isomers. The same catalyst allows for the selective isomerization of terminal alkenes over one carbon atom without an additive, exhibiting efficient and controllable alkene transposition selectivity

  我们报告了一种单一的添加剂响应型铬催化系统，用于选择性生产两种不同的内部烯烃异构体中的任何一种。在 HBpin/LiO t Bu 存在下，铬催化剂能够使烯烃在多个碳原子上异构化，得到热力学最稳定的异构体。同一催化剂无需添加剂即可实现末端烯烃在一个碳原子上的选择性异构化，表现出高效且可控的烯烃转位选择性。
• Polkanov, M. A.; Shapiro, I. O.; Chernoplekova, V. A., Journal of Organic Chemistry USSR (English Translation), 1988, vol. 24, # 6, p. 1123 - 1127
  作者：Polkanov, M. A.、Shapiro, I. O.、Chernoplekova, V. A.、Shatenshtein, A. I.

  DOI：——

  日期：——