1-anilino-2-dodecanol | 4118-44-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-anilino-2-dodecanol
• 英文别名: 1-(phenylamino)dodecan-2-ol；1-(phenylamino)-2-dodecanol；1-anilinododecan-2-ol
• CAS: 4118-44-9
• 化学式: C₁₈H₃₁NO
• 分子量: 277.45
• InChiKey: RJSIXMKTNAZKKZ-UHFFFAOYSA-N

物化性质

• 熔点：
  53 °C
• 沸点：
  203-204 °C(Press: 3 Torr)
• 密度：
  0.962±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  20
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,2-环氧十二烷 、 苯胺 在 ferrocenium(III) tetrafluoroborate 作用下， 以 neat (no solvent) 为溶剂， 反应 6.0h， 以80%的产率得到1-anilino-2-dodecanol
  参考文献：
  名称：

  Fe（Cp）2BF4：路易斯氨化的高效路易斯酸催化剂

  摘要：

  摘要 四氟硼酸二铁硼[Fe（Cp）2 BF 4 ]是一种有效的路易斯酸催化剂，可使用苯胺和取代的苯胺作为亲核试剂对芳族，脂族和环状环氧化物进行氨解，在61-97％的产率下可提供区域选择性的β-氨基醇室温下无​​溶剂条件。在无溶剂条件下，于60°C时，环己烯氧化物与脂肪族胺的开环反应生成2-氨基环己醇，产率为33–98％。 四氟硼酸二铁硼[Fe（Cp）2 BF 4 ]是一种有效的路易斯酸催化剂，可使用苯胺和取代的苯胺作为亲核试剂对芳族，脂族和环状环氧化物进行氨解，在61-97％的产率下可提供区域选择性的β-氨基醇室温下无​​溶剂条件。在无溶剂条件下，于60°C时，环己烯氧化物与脂肪族胺的开环反应生成2-氨基环己醇，产率为33–98％。

  DOI：

  10.1055/s-0033-1340498

文献信息

• Hot water as a mild Brønsted acid catalyst in ring opening reactions of epoxides
  作者：ZhaoBing Xu、Jin Qu

  DOI：10.1007/s11426-011-4323-x

  日期：2011.11

  Ring opening of extremely hydrophobic epoxides with water, amines, sodium azide and thiophenol was realized in the mixture solvent of water and 1, 4-dioxane under reflux condition. Hot water was believed to act as a mild Brønsted acid catalyst in the epoxide-opening reactions.

  在水和 1，4-二氧六环的混合溶剂中，在回流条件下实现了疏水性极强的环氧化物与水、胺、叠氮化钠和苯硫酚的开环反应。在环氧化物开环反应中，热水被认为是一种温和的布氏酸催化剂。
• Thiourea catalyzed aminolysis of epoxides under solvent free conditions. Electronic control of regioselective ring opening
  作者：Swapandeep Singh Chimni、Neeraj Bala、Vaibhav A. Dixit、Prasad V. Bharatam

  DOI：10.1016/j.tet.2010.02.053

  日期：2010.4

  A reactant economizing process for the regioselective aminolysis of epoxides using equimolar quantities of reactants catalyzed by the double hydrogen bond donor N,N'-bis[3,5-bis(trifluoromethyl)phenyl]thiourea is reported. Regioselectivity of the reaction is controlled by the electronic nature of the substituent on the styrene oxide, which has been substantiated on the basis of C-13 NMR data and DFT calculations. (C) 2010 Elsevier Ltd. All rights reserved.
• Solvent-free aminolysis of aliphatic and aryloxy epoxides with sulfated zirconia as solid acid catalyst
  作者：Arpan K. Shah、Manish Kumar、Sayed H.R. Abdi、Rukhsana I. Kureshy、Noor-ul H. Khan、Hari C. Bajaj

  DOI：10.1016/j.apcata.2014.08.024

  日期：2014.9

  Single-step and two-steps synthetic procedure for the synthesis of sulfated zirconia (SZ) was developed, which were calcined at 500, 600 and 700 degrees C and characterized by various physico-chemical methods such as PXRD, FTIR, surface area, microanalysis, NH3-TPD and DRIFT analysis. These SZ materials were then employed as solid acid catalysts for the aminolysis of different aliphatic/aromatic terminal, aryloxy and meso epoxides with aromatic and aliphatic amines under ambient conditions. Amongst the catalyst prepared, SZ-2-600 prepared in two-steps and 600 degrees C calcined was found to be the most efficient catalyst to give beta-amino alcohols in up to 98% yield and >99% regioselectivity. The SZ catalyst was successfully recycled and reused up to six catalytic runs with intact efficiency. (C) 2014 Elsevier B.V. All rights reserved.
• 10.1002/1099-0690(200111)2001:21<4149::aid-ejoc4149<3.0.co;2-r
  作者：Curini, Massimo、Epifano, Francesco、Marcotullio, Maria Carla、Rosati, Ornelio

  DOI：10.1002/1099-0690(200111)2001:21<4149::aid-ejoc4149<3.0.co;2-r

  日期：——