4-chloro-N-(octan-2-yl)aniline | 646026-89-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-chloro-N-(octan-2-yl)aniline
• 英文别名: N-(2-octyl)-4-chloroaniline；N-2-octyl-p-chloroaniline；4-chloro-N-octan-2-ylaniline
• CAS: 646026-89-3
• 化学式: C₁₄H₂₂ClN
• mdl: MFCD11198421
• 分子量: 239.788
• InChiKey: QDWYZBCYMXHCOF-UHFFFAOYSA-N

物化性质

• 沸点：
  345.3±15.0 °C(Predicted)
• 密度：
  1.012±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-(2-octylidene)-4-chloroaniline 在 sodium cyanoborohydride 、 zinc(II) chloride 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 20.0h， 生成 4-chloro-N-(octan-2-yl)aniline
  参考文献：
  名称：

  A Dramatic Effect of Aryloxo Ligands on the Titanium-Catalyzed Hydroamination of Alkynes

  摘要：

  [GRAPHICS]The aryloxotitanium complex 1 is a highly chemo- and regioselective catalyst for intermolecular hydroamination of terminal alkynes. Branched imines are obtained in good to excellent yield (up to 99%) with various primary aromatic and aliphatic amines.

  DOI：

  10.1021/ol035653+

文献信息

• Iron-catalyzed amination of alcohols assisted by Lewis acid
  作者：Hui-Jie Pan、Teng Wei Ng、Yu Zhao

  DOI：10.1039/c5cc03399c

  日期：——

  An efficient Lewis acid-assisted, iron-catalyzed amination of alcohols using borrowing hydrogen methodology was developed. In particular, silver fluoride was identified to be a highly effective additive to overcome the low...

  开发了一种有效的路易斯酸辅助铁催化胺化的方法，采用借用氢方法。特别是，氟化银被认为是克服低汞排放的高效添加剂。
• Titanium complexes supported by imidazo[1,5-a]pyridine-containing pyrrolyl ligand as catalysts for hydroamination and polymerization reactions, and as an antitumor reagent
  作者：Jinna Liu、Yuhua Cao、Lei Li、Hao Pei、Yanmei Chen、Jinfa Hu、Yaru Qin、Yahong Li、Wu Li、Wei Liu

  DOI：10.1039/c4ra14692a

  日期：——

  The syntheses, structures, catalytic properties and antitumor activities of three titanium complexes supported by an imidazo[1,5-a]pyridine-containing pyrrolyl ligand are reported.

  报道了由一种含有咪唑[1,5-a]吡啶基的吡咯配体支持的三种钛配合物的合成、结构、催化性能和抗肿瘤活性。
• Indium-Catalyzed Hydroamination/Hydrosilylation of Terminal Alkynes and Aromatic Amines through a One-Pot, Two-Step Protocol
  作者：Norio Sakai、Nobuaki Takahashi、Yohei Ogiwara

  DOI：10.1002/ejoc.201402544

  日期：2014.8

  functioned as a single catalyst for two successive steps in a one-pot procedure. First, the hydroamination of alkynes with anilines took place to give the Markovnikov product. Then, hydrosilylation of the imine intermediates by treatment with a hydrosilane substrate afforded the corresponding secondary amines.

  我们证明了三溴化铟可以有效地作为单一催化剂，在一锅法的两个连续步骤中发挥作用。首先，炔烃与苯胺发生加氢胺化反应得到马尔科夫尼科夫产物。然后，通过用氢硅烷底物处理亚胺中间体的氢化硅烷化得到相应的仲胺。
• Selective mono- and di-N-alkylation of aromatic amines with alcohols and acylation of aromatic amines using Ph3P/DDQ
  作者：Nasser Iranpoor、Habib Firouzabadi、Najmeh Nowrouzi、Dariush Khalili

  DOI：10.1016/j.tet.2009.02.078

  日期：2009.5

  Selective N-monoalkylation of aromatic amines with 1° and 2° alcohols and conversion of aromatic amines to amides are performed immediately and in excellent yields using triphenylphosphine (PPh3) and 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) in dichloromethane at room temperature. Symmetrical and unsymmetrical N,N-dialkylation of aromatic amines are also carried out in modest yield at room temperature

  立即使用三苯基膦（PPh 3）和2,3-二氯-5,6-二氰基苯并醌（DDQ）进行芳香族胺与1°和2°醇的选择性N-单烷基化以及芳香胺向酰胺的转化，收率很高。在室温下为二氯甲烷。通过该试剂体系，在室温下也以适度的产率进行芳族胺的对称和不对称的N，N-二烷基化。
• Bis(2-cycloazylindolyl)titanium Complexes: Synthesis, Characterization, and the Catalytic Behaviors towards Hydroamination and Ring-opening Polymerization of ϵ-Caprolactone
  作者：Jing-Jing Zhao、Hao Pei、Yan-Mei Chen、Ning Lu、Jin-Na Liu、Jin-Fa Hu、Wei Liu、Wu Li、Yahong Li

  DOI：10.1002/zaac.201500072

  日期：2015.6

  corresponding complexes Ti(L1)2(NMe2)2 (1) and Ti(L2)2(NMe2)2 (2), respectively. The titanium complexes were fully characterized by NMR measurement and elemental analysis as well as the single-crystal X-ray diffraction of 1 and 2. Both 1 and 2 exhibit high activities towards intermolecular hydroamination of terminal alkynes with high selectivity, and they also efficiently promote the ring-opening polymerization

  配体 2-pyrazol-1-yl-1H-indole (HL1) 和 2-1,2,4-triazol-1-yl-1H-indole (HL2) 在四氢呋喃中分别与 Ti(NMe2)4 反应形成相应的配合物分别为 Ti(L1)2(NMe2)2 (1) 和 Ti(L2)2(NMe2)2 (2)。钛配合物通过 NMR 测量和元素分析以及 1 和 2 的单晶 X 射线衍射进行了充分表征。 1 和 2 均表现出高选择性对末端炔烃的分子间加氢胺化的高活性，并且它们也有效地促进ε-己内酯的开环聚合。