2,4-bis(4-methylphenyl)-4-methyl-1-pentene | 70856-10-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2,4-bis(4-methylphenyl)-4-methyl-1-pentene
• 英文别名: 1-Methyl-4-[2-methyl-4-(4-methylphenyl)pent-4-en-2-yl]benzene
• CAS: 70856-10-9
• 化学式: C₂₀H₂₄
• 分子量: 264.411
• InChiKey: JAHVAVMRZBZGSU-UHFFFAOYSA-N

物化性质

• 沸点：
  365.6±27.0 °C(Predicted)
• 密度：
  0.948±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  1-甲基-4-(1-甲基乙烯基)苯 以 乙酸乙酯 为溶剂， 反应 25.0h， 以23%的产率得到2,4-bis(4-methylphenyl)-4-methyl-1-pentene
  参考文献：
  名称：

  Synthetic Photochemistry. XXVIII. A Photochemical C₅-Homologation of 4-Isopropenyltoluene with Methyl 2,4-Dioxopentanoate to Isolaurene and a Formal Synthesis of Cuparene

  摘要：

  从 2,4-dioxopentanoate 甲酯与 4-isopropenyltoluene 的光环加成开始，合成了异脲醛，并进一步将其转化为 5-cuparenone，正式合成了铜烯烃。首次从产品混合物中分离出了原-(2+2)π 环加载产物，即一种 β-酮环丁醇衍生物。

  DOI：

  10.1246/bcsj.57.3152

文献信息

• Synthesis of Isochromene and Related Derivatives by Rhodium-Catalyzed Oxidative Coupling of Benzyl and Allyl Alcohols with Alkynes
  作者：Keisuke Morimoto、Koji Hirano、Tetsuya Satoh、Masahiro Miura

  DOI：10.1021/jo201923d

  日期：2011.11.18

  The straightforward synthesis of isochromene derivatives and related cyclic ethers is achieved by the rhodium-catalyzed oxidative coupling of α,α-disubstituted benzyl and allyl alcohols with alkynes. The hydroxy groups effectively act as the key function for the regioselective C–H bond cleavage.

  异戊二烯衍生物和相关环醚的直接合成是通过铑催化的α，α-二取代的苄基和烯丙醇与炔烃的氧化偶联。羟基有效地充当了区域选择性C–H键裂解的关键功能。
• The Ritter Reaction under Truly Catalytic Brønsted Acid Conditions
  作者：Roberto Sanz、Alberto Martínez、Verónica Guilarte、Julia M. Álvarez-Gutiérrez、Félix Rodríguez

  DOI：10.1002/ejoc.200700562

  日期：2007.10

  (DNBSA) catalyze the Ritter reaction of secondary benzylic alcohols giving rise to the corresponding N-benzylacetamides in usually high yields. Reactions can be conducted without exclusion of oxygen and without the need of dry solvents. With tertiary α,α-dimethylbenzylic alcohols a different pathway involving a formal dimerization reaction takes place under the acid-catalytic conditions used. (© Wiley-VCH

  简单的有机酸如 2,4-二硝基苯磺酸 (DNBSA) 催化仲苄醇的 Ritter 反应，通常以高产率生成相应的 N-苄基乙酰胺。反应可以在不排除氧气和不需要干燥溶剂的情况下进行。对于叔 α,α-二甲基苄醇，在所使用的酸催化条件下发生了涉及正式二聚反应的不同途径。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)
• Sequential olefination–dimerisation of benzylic dithioacetals by the nickel-catalysed reaction with methyl Grignard or zinc reagent
  作者：Lei Yu、Guo-Qiao Lai、Pinglu Zhang、Ze Li、Tien-Yau Luh

  DOI：10.1039/d2ra00841f

  日期：——

  main group elements from cross-coupling reactions have been shown to serve as Lewis acids, mediating further reactions of organic coupling products. Thus, the nickel-catalysed olefination of benzylic dithioacetal with MeMgI in benzene in a sealed Schlenk tube at 130 °C generates magnesium mercaptide which regioselectively converts 2-arylpropene into a dimer in good yield. Aryl iodide reacts with 2-propenylmagnesium

  交叉偶联反应的主族元素产物已被证明可充当路易斯酸，介导有机偶联产物的进一步反应。因此，在密封的 Schlenk 管中，在 130 °C 下，镍催化的苄基二硫缩醛与 MeMgI 在苯中的烯化反应生成硫醇镁，该硫醇镁以良好的产率区域选择性地将 2-芳基丙烯转化为二聚体。芳基碘与2-丙烯基溴化镁在1,2-乙二硫醇和NiCl 2 (PPh 3 ) 2存在下反应生成相同的二聚体。用有机锌试剂代替格氏试剂可以得到更高产率的二聚体。
• Synthetic Photochemistry. XXVIII. A Photochemical C₅-Homologation of 4-Isopropenyltoluene with Methyl 2,4-Dioxopentanoate to Isolaurene and a Formal Synthesis of Cuparene
  作者：Hitoshi Takeshita、Akira Mori、Satoshi Nakamura

  DOI：10.1246/bcsj.57.3152

  日期：1984.11

  Starting from the photocycloaddition of methyl 2,4-dioxopentanoate with 4-isopropenyltoluene, isolaurene was synthesized, and its further conversion to 5-cuparenone constituted the formal synthesis of cuparene. For the first time, the proto-(2+2)π cycloadduct, a β-keto cyclobutanol derivative, has been isolated from the product mixture.

  从 2,4-dioxopentanoate 甲酯与 4-isopropenyltoluene 的光环加成开始，合成了异脲醛，并进一步将其转化为 5-cuparenone，正式合成了铜烯烃。首次从产品混合物中分离出了原-(2+2)π 环加载产物，即一种 β-酮环丁醇衍生物。
• Remarkable Effect of Valence Electrons in Thiolato-Bridged Diruthenium Complexes toward Catalytic Dimerization of α-Methylstyrenes
  作者：Yoshihiro Miyake、Taichi Moriyama、Yoshiaki Tanabe、Gen Onodera、Yoshiaki Nishibayashi

  DOI：10.1021/om200787s

  日期：2011.11.14

  The dicationic diruthenium complex 1c (Ru-III-Ru-III) catalytically promotes the dimerization of alpha-methylstyrenes into the corresponding acyclic dimers, while the use of the mixed-valence diruthenium complex (Ru-III-Ru-IV) generated from 1c and cinnamyl chloride as an active catalyst affords the corresponding indanes via cyclization of the acyclic dimers. The selectivity of the catalytic dimerization of alpha-methylstyrenes depends on the nature of electrophilicity due to valence electrons in the diruthenium cores between Ru-III-Ru-III and Ru-III-Ru-IV.