1-<4-(Dodecyloxy)phenyl>-3-(4-methoxyphenyl)-1,3-butadiyne | 160094-48-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-<4-(Dodecyloxy)phenyl>-3-(4-methoxyphenyl)-1,3-butadiyne
• 英文别名: 1-[4-(Dodecyloxy)phenyl]-3-(4-methoxyphenyl)-1,3-butadiyne；Benzene, 1-(dodecyloxy)-4-[4-(4-methoxyphenyl)-1,3-butadiynyl]-；1-dodecoxy-4-[4-(4-methoxyphenyl)buta-1,3-diynyl]benzene
• CAS: 160094-48-4
• 化学式: C₂₉H₃₆O₂
• 分子量: 416.604
• InChiKey: LLKVDSNGTGUPNP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.9
• 重原子数：
  31
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-十二烷氧基苯乙酮 在 sodium hydroxide 、 silica gel 、 N,N-二甲基甲酰胺 、 三氯氧磷 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 30.0h， 生成 1-<4-(Dodecyloxy)phenyl>-3-(4-methoxyphenyl)-1,3-butadiyne
  参考文献：
  名称：

  Preparation and Coupling Reactions of Alkynyl(phenyl)iodonium Salts Bearing Long Alkoxy Chains. Formation of Liquid-Crystalline Diacetylenes

  摘要：

  Alkynyl(phenyl)iodonium tosylates with long alkoxy chains, such as (octyloxy)-, (decyloxy)-, (dodecyloxy)-, and (tetradecyloxy)phenyl, were prepared by reaction of the corresponding alkynes with hydroxy(tosyloxy)iodobenzene. The alkynyliodonium tosylates were allowed to react with alkynylcopper reagents (p-RC(6)H(4)C=C)(2)Cu(CN)Li-2, where R = MeO, Me, H, Br, CN, and NO2. The coupling reaction proceeded under mild conditions to provide unsymmetrical and symmetrical diacetylenes. The selectivity of the formation of these diacetylenes was dependent on the substituent on the alkynylcopper reagents. The diacetylenes prepared in this study displayed liquid-crystalline properties.

  DOI：

  10.1021/jo00105a022

文献信息

• Preparation and Coupling Reactions of Alkynyl(phenyl)iodonium Salts Bearing Long Alkoxy Chains. Formation of Liquid-Crystalline Diacetylenes
  作者：Tsugio Kitamura、Chi Han Lee、Hiroshi Taniguchi、Masaru Matsumoto、Youich Sano

  DOI：10.1021/jo00105a022

  日期：1994.12

  Alkynyl(phenyl)iodonium tosylates with long alkoxy chains, such as (octyloxy)-, (decyloxy)-, (dodecyloxy)-, and (tetradecyloxy)phenyl, were prepared by reaction of the corresponding alkynes with hydroxy(tosyloxy)iodobenzene. The alkynyliodonium tosylates were allowed to react with alkynylcopper reagents (p-RC(6)H(4)C=C)(2)Cu(CN)Li-2, where R = MeO, Me, H, Br, CN, and NO2. The coupling reaction proceeded under mild conditions to provide unsymmetrical and symmetrical diacetylenes. The selectivity of the formation of these diacetylenes was dependent on the substituent on the alkynylcopper reagents. The diacetylenes prepared in this study displayed liquid-crystalline properties.