4-methyl-4'-tert-butylbenzhydrylchloride | 406457-83-8

• 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: 4-methyl-4'-tert-butylbenzhydrylchloride
• 英文别名: 1-Tert-butyl-4-[chloro-(4-methylphenyl)methyl]benzene
• CAS: 406457-83-8
• 化学式: C₁₈H₂₁Cl
• 分子量: 272.818
• InChiKey: RAFWVAPDEYEEDF-UHFFFAOYSA-N

物化性质

• 沸点：
  366.1±11.0 °C(Predicted)
• 密度：
  1.033±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• 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：

  4-methyl-4'-tert-butylbenzhydrylchloride 、 1,2-丙二烯三正丁基锡 在 四(三苯基膦)钯 、 四丁基氟化铵 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 生成 1-tert-butyl-4-((4-methyl-4-(propa-1,2-dienyl)cyclohexa-2,5-dienylidene)methyl)benzene 、 1-tert-butyl-4-((4-methyl-4-(prop-2-ynyl)cyclohexa-2,5-dienylidene)methyl)benzene
  参考文献：
  名称：

  Propargylic and Allenic Carbocycle Synthesis through Palladium-Catalyzed Dearomatization Reaction

  摘要：

  The dearomatization reaction of benzylic chlorides (1a-k), chloromethylnaphthalenes (1l-r), and naphthalene allyl chlorides (3a-d) with allenyltributyltin proceeded smoothly in the presence of Pd(PPh(3))(4) catalyst at room temperature to give the corresponding propargylated and/or allenylated dearomatization products (5, 5'; 6, 6'; and 7, respectively) in high to fair yields. The reaction of 1a-k proceeded smoothly in the presence of TBAF, whereas it was not necessary to use TBAF as an additive in the reactions of 1l-k and 3a-d. These reactions provided a new and efficient method for the synthesis of propargylic and allenic carbocycles.

  DOI：

  10.1021/jo100211d
• 作为产物：
  描述：

  (4-tert-butylphenyl)-(4-methylphenyl)methanol 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 生成 4-methyl-4'-tert-butylbenzhydrylchloride
  参考文献：
  名称：

  Propargylic and Allenic Carbocycle Synthesis through Palladium-Catalyzed Dearomatization Reaction

  摘要：

  The dearomatization reaction of benzylic chlorides (1a-k), chloromethylnaphthalenes (1l-r), and naphthalene allyl chlorides (3a-d) with allenyltributyltin proceeded smoothly in the presence of Pd(PPh(3))(4) catalyst at room temperature to give the corresponding propargylated and/or allenylated dearomatization products (5, 5'; 6, 6'; and 7, respectively) in high to fair yields. The reaction of 1a-k proceeded smoothly in the presence of TBAF, whereas it was not necessary to use TBAF as an additive in the reactions of 1l-k and 3a-d. These reactions provided a new and efficient method for the synthesis of propargylic and allenic carbocycles.

  DOI：

  10.1021/jo100211d

文献信息

• Propargylic and Allenic Carbocycle Synthesis through Palladium-Catalyzed Dearomatization Reaction
  作者：Bo Peng、Xiujuan Feng、Xin Zhang、Sheng Zhang、Ming Bao

  DOI：10.1021/jo100211d

  日期：2010.4.16

  The dearomatization reaction of benzylic chlorides (1a-k), chloromethylnaphthalenes (1l-r), and naphthalene allyl chlorides (3a-d) with allenyltributyltin proceeded smoothly in the presence of Pd(PPh(3))(4) catalyst at room temperature to give the corresponding propargylated and/or allenylated dearomatization products (5, 5'; 6, 6'; and 7, respectively) in high to fair yields. The reaction of 1a-k proceeded smoothly in the presence of TBAF, whereas it was not necessary to use TBAF as an additive in the reactions of 1l-k and 3a-d. These reactions provided a new and efficient method for the synthesis of propargylic and allenic carbocycles.