(3,4-dimethylpent-3-en-2-yl)benzene | 92104-76-2

• 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: (3,4-dimethylpent-3-en-2-yl)benzene
• 英文别名: 2,3-dimethyl-4-phenyl-2-pentene；2,3-Dimethyl-4-phenyl-2-penten；2,3-Dimethyl-4-phenylpenten-2；3,4-Dimethylpent-3-en-2-ylbenzene
• CAS: 92104-76-2
• 化学式: C₁₃H₁₈
• 分子量: 174.286
• InChiKey: YNZBHDWDSGTVKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2-甲基-2-丁烯 、 1-氯-1-苯乙烷 在 zinc(II) chloride 作用下， 生成 (3,4-dimethylpent-3-en-2-yl)benzene
  参考文献：
  名称：

  Selective Friedel—Crafts Reactions. II.^1a Alkylation of Olefins and Vinylbenzenes with α-Haloalkylbenzenes

  摘要：

  DOI：

  10.1021/jo01032a050

文献信息

• Diastereoselective Synthesis of Indanes and Tetralins via Intramolecular Friedel–Crafts Reaction
  作者：Jeanne-Marie Begouin、Francesca Capitta、Xian Wu、Meike Niggemann

  DOI：10.1021/ol400341p

  日期：2013.3.15

  An easy access to tetralin and indane skeletons has been developed using a diastereoselective intramolecular Friedel–Crafts alkylation. Treatment of diastereomeric mixtures of benzyl carbinols with a catalytic amount of Ca(NTf2)2/Bu4NPF6 yields the respective tetralin or indane in good yields with high levels of regio- and diastereoselectivity.

  使用非对映选择性分子内Friedel-Crafts烷基化技术，可以轻松获得四氢化萘和茚满骨架。用催化量的Ca（NTf 2）2 / Bu 4 NPF 6处理苄基甲醇的非对映异构体混合物可得到各自的四氢化萘或茚满，收率高，具有较高的区域和非对映选择性。
• Transition metal promoted reactions. 38. NiCl2(dppe)-catalyzed geminal dialkylation of dithioacetals and trimethylation of ortho thioesters
  作者：Yih Ling Tzeng、Ping Fan Yang、Nai Wen Mei、Tien Min Yuan、Chun Chi Yu、Tien Yau Luh

  DOI：10.1021/jo00018a016

  日期：1991.8

  NiCl2(dppe)-catalyzed cross-coupling of cinnamaldehyde dithioacetals gave the corresponding geminal dimethylation products in excellent yields. Allylic ortho thioesters afforded regioselectively the corresponding trimethylation products. The reaction may occur via an 18-electron pi-allyl intermediate, which undergoes facile reductive elimination to afford the geminal dimethylation product. Benzylic dithioacetals having an ortho amino group gave 2-isopropylanilines exclusively. The reaction of benzylic dithioacetals with EtMgBr under the same conditions yielded geminal diethylation products.