trans-4-diethylaminocinnamyl alcohol | 119539-85-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醇
• 英文名称: trans-4-diethylaminocinnamyl alcohol
• 英文别名: (E)-3-(4-bromophenyl)prop-2-en-1-ol；3-[4-(Diethylamino)phenyl]prop-2-en-1-ol；(E)-3-[4-(diethylamino)phenyl]prop-2-en-1-ol
• CAS: 119539-85-4
• 化学式: C₁₃H₁₉NO
• 分子量: 205.3
• InChiKey: SSGIRYYLYQEFMH-AATRIKPKSA-N

物化性质

• 沸点：
  135 °C(Press: 0.1 Torr)
• 密度：
  1.032±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  trans-4-diethylaminocinnamyl alcohol 在 戴斯-马丁氧化剂 、 溶剂黄146 、 sodium sulfate 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Emission Wavelength Prediction of a Full-Color-Tunable Fluorescent Core Skeleton, 9-Aryl-1,2-dihydropyrrolo[3,4-b]indolizin-3-one

  摘要：

  In this paper we report on a novel fluorescent core skeleton, 9-aryl-1,2-dihydropyrrolo[3,4-b]indolizin-3-one, which we named Seoul-Fluor, having tunable and predictable photophysical properties. Using a concise and practical one-pot synthetic procedure, a 68-member library of new fluorescent compounds was synthesized with diverse substituents. In Seoul-Fluor, the electronic characteristics of the substituents, as well as their positional changes, have a close correlation with their photophysical properties. The systematic perturbation of electronic densities on the specific positions of Seoul-Fluor, guided with the Hammett constant, allows emission wavelength tunability covering the full color range. On the basis of these observations and a computational analysis, we extracted a simple first-order correlation of photophysical properties with the theoretical calculation and accurately predicted the emission wavelength of Seoul-Fluors through the rational design. In this study, we clearly demonstrate that Seoul-Fluor can provide a powerful gateway for the generation of desired fluorescent probes without the need for a tiresome synthesis and trial-and-error process.

  DOI：

  10.1021/ja110766a
• 作为产物：
  描述：

  (E)-methyl 3-(4-(diethylamino)phenyl)acrylate 在 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 生成 trans-4-diethylaminocinnamyl alcohol
  参考文献：
  名称：

  Emission Wavelength Prediction of a Full-Color-Tunable Fluorescent Core Skeleton, 9-Aryl-1,2-dihydropyrrolo[3,4-b]indolizin-3-one

  摘要：

  In this paper we report on a novel fluorescent core skeleton, 9-aryl-1,2-dihydropyrrolo[3,4-b]indolizin-3-one, which we named Seoul-Fluor, having tunable and predictable photophysical properties. Using a concise and practical one-pot synthetic procedure, a 68-member library of new fluorescent compounds was synthesized with diverse substituents. In Seoul-Fluor, the electronic characteristics of the substituents, as well as their positional changes, have a close correlation with their photophysical properties. The systematic perturbation of electronic densities on the specific positions of Seoul-Fluor, guided with the Hammett constant, allows emission wavelength tunability covering the full color range. On the basis of these observations and a computational analysis, we extracted a simple first-order correlation of photophysical properties with the theoretical calculation and accurately predicted the emission wavelength of Seoul-Fluors through the rational design. In this study, we clearly demonstrate that Seoul-Fluor can provide a powerful gateway for the generation of desired fluorescent probes without the need for a tiresome synthesis and trial-and-error process.

  DOI：

  10.1021/ja110766a

文献信息

• Synthesis of 1,4-enynes <i>via</i> nickel-catalyzed cross-coupling of allylic alcohols with alkynylzinc reagents
  作者：Xue-Yi He、Zhong-Xia Wang

  DOI：10.1039/d1cc05221g

  日期：——

  Synthesis of 1,4-enynes was performed via nickel-catalyzed cross-coupling of allylic alcohols with alkynylzinc reagents. The reaction features high regio- and E/Z-selectivity when aryl-substituted allylic alcohols were employed. The method also exhibits a wide scope of substrates and good compatibility of functional groups.

  1,4-烯炔的合成是通过烯丙醇与炔基锌试剂的镍催化交叉偶联进行的。当使用芳基取代的烯丙醇时，该反应具有高区域选择性和E / Z选择性。该方法还表现出广泛的底物和良好的官能团相容性。
• Chao, Herbert S.-I., Synthetic Communications, 1988, vol. 18, # 14, p. 1641 - 1650
  作者：Chao, Herbert S.-I.

  DOI：——

  日期：——
• CHAO, HERBERT S. -I., SYNTH. COMMUN., 18,(1988) N 14, C. 1641-1650
  作者：CHAO, HERBERT S. -I.

  DOI：——

  日期：——