2,4-Dibutylanisole | 141852-53-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,4-Dibutylanisole
• 英文别名: Methyl-(2.4-dibutyl-phenyl)-aether；4-Methoxy-1.3-dibutyl-benzol；2,4-Dibutyl-anisol；2,4-Dibutyl-1-methoxybenzene
• CAS: 141852-53-1
• 化学式: C₁₅H₂₄O
• 分子量: 220.355
• InChiKey: ZUGJWNBPMUBJCX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3,6-Dibutyl-3,6-dimethoxy-cyclohexa-1,4-diene 在 硫酸 作用下， 以 乙醚 为溶剂， 反应 1.0h， 以97%的产率得到2,4-Dibutylanisole
  参考文献：
  名称：

  Easy synthesis of 2,4-dialkyl substituted phenols and anisoles from p-bensoquinone

  摘要：

  The reaction of p-benzoquinone (1) with several organolithium compounds (methyl-, ethyl-, n-butyl, phenyllithium) leads directly, after acid hydrolysis, to the corresponding 2,4-dialkylphenols 4a-d, resulting from a rearrangement/aromatization process of the corresponding intermediate diols 3. The use of two different alkyllithium reagents leads to the mixed products 4e.f. Alternatively, the same results are obtained treating the crude isolated diols 3 with a catalytic amount of concentrated sulfuric acid. Applying this last methodology to the diethers 2, 2,4-dialkylanisoles 8 are obtained. A possible mechanism is proposed.

  DOI：

  10.1016/s0040-4020(01)88530-6

文献信息

• Syntheses, structures and catalytic activity for Friedel-Crafts reactions of substituted indenyl rhenium carbonyl complexes
  作者：Zhihong Ma、Xinli Zhang、Hong Wang、Zhangang Han、Xuezhong Zheng、Jin Lin

  DOI：10.1080/00958972.2016.1276573

  日期：2017.2.16

  Re2(CO)10 in decalin. The molecular structures of 9, 10, 12, and 13 were determined by X-ray diffraction analysis. These four crystals have similar molecular structures of the mononuclear carbonyl complex. In each of these molecules, Re is η5-coordinated to the five-membered ring of the indenyl group. Complexes 8–14 have catalytic activity for Friedel-Crafts reactions of aromatic compounds with a variety

  摘要 配合物 [(η5-C9H6R)Re(CO)3] [R = nBu (8), tBu (9), CH(CH2)4 (10), Ph (11), Bz (12), 4-甲氧基苯基(13), 4-氯苯基 (14)] 通过回流取代茚基配体 [C9H7R] [R = nBu (1), tBu (2), CH(CH2)4 (3), Ph (4), Bz ( 5)、4-甲氧基苯基 (6)、4-氯苯基 (7)] 和 Re2(CO)10 在萘烷中。通过X射线衍射分析确定了9、10、12和13的分子结构。这四种晶体具有相似的单核羰基配合物的分子结构。在这些分子中的每一个中，Re 与茚基的五元环 η5 配位。配合物 8-14 对芳香族化合物与各种烷基化和酰化试剂的 Friedel-Crafts 反应具有催化活性。与传统催化剂相比，
• Zukerwanik; Tambowzewa, 1938, vol. 22, p. 221
  作者：Zukerwanik、Tambowzewa

  DOI：——

  日期：——
• Easy synthesis of 2,4-dialkyl substituted phenols and anisoles from p-bensoquinone
  作者：Francisco Alonso、Miguel Yus

  DOI：10.1016/s0040-4020(01)88530-6

  日期：1992.3

  The reaction of p-benzoquinone (1) with several organolithium compounds (methyl-, ethyl-, n-butyl, phenyllithium) leads directly, after acid hydrolysis, to the corresponding 2,4-dialkylphenols 4a-d, resulting from a rearrangement/aromatization process of the corresponding intermediate diols 3. The use of two different alkyllithium reagents leads to the mixed products 4e.f. Alternatively, the same results are obtained treating the crude isolated diols 3 with a catalytic amount of concentrated sulfuric acid. Applying this last methodology to the diethers 2, 2,4-dialkylanisoles 8 are obtained. A possible mechanism is proposed.