(E)-1-(2-nonenyl)piperidine | 77120-00-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (E)-1-(2-nonenyl)piperidine
• 英文别名: 1-[(E)-2-nonenyl]piperidine；1-[(2E)-2-nonenyl]piperidine；1-[(E)-non-2-enyl]piperidine
• CAS: 77120-00-4
• 化学式: C₁₄H₂₇N
• 分子量: 209.375
• InChiKey: DGEKIMYAPYNVOJ-VQHVLOKHSA-N

物化性质

• 沸点：
  128 °C(Press: 15 Torr)
• 密度：
  0.857±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-1-(2-nonenyl)piperidine 在 氯甲酸乙酯 作用下， 以 苯 为溶剂， 以89%的产率得到(E)-1-chloronon-2-ene
  参考文献：
  名称：

  Germon, C.; Alexakis, A.; Normant, J. F., Bulletin de la Societe Chimique de France, 1984, vol. 2, # 9-10, p. 377 - 389

  摘要：

  DOI：
• 作为产物：
  描述：

  2-Nonenyltrimethylsilane 反应 1.0h， 生成 (E)-1-(2-nonenyl)piperidine
  参考文献：
  名称：

  Transformation of allylsilanes into allylamines via phenyltellurinylation

  摘要：

  DOI：

  10.1016/s0040-4039(00)80649-8

文献信息

• Vinyl-copper derivatives XII : Stereospecific synthesis of allylic amines by aminomethylation of organocopper reagents
  作者：C. Germon、A. Alexakis、J.F. Normant

  DOI：10.1016/0040-4039(80)80172-9

  日期：1980.1

  the carbocupration or hydroalumination of alkynes followed by amino-methylation yields allylic amines. The stereochemical integrity of the alkenyl moiety is completely retained in both cases.

  炔烃的碳取代或加氢铝化，然后进行氨基甲基化，生成烯丙基胺。在两种情况下，烯基部分的立体化学完整性都完全保留。
• Iridium Complex-Catalyzed Allylic Amination of Allylic Esters
  作者：Ryo Takeuchi、Naoki Ue、Keisuke Tanabe、Kengo Yamashita、Norihito Shiga

  DOI：10.1021/ja0112036

  日期：2001.10.1

  Iridium complex-catalyzed allylic amination of allylic carbonates was studied. The solvent strongly affected the catalytic activity. The use of a polar solvent such as EtOH is essential for obtaining the products in high yield, The reaction of (E)-3-substituted-2-propenyl carbonate and 1-substituted-2-propenyl carbonate with pyrrolidine in the presence of a catalytic amount of [Ir(COD)Cl](2) and P(OPh)(3) (P/Ir = 2) gave a branch amine with up to 99% selectivity. Both secondary and primary amines could be used for this reaction. When a primary amine was used, selective monoallylation occurred. No diallylation product was obtained. The reaction of 1,1-disubstituted-2 propenyl acetate with amines exclusively gave an alpha,alpha -disubstituted allylic amine. This reaction provides an alternative route to the addition of an organometallic reagent to ketimines. for the preparation of such amines. The reaction of (Z)-3-substituted-2-propenyl carbonate with amines gave (Z)-linear amines with up to 100% selectivity. In all cases, no (E)-linear amine was obtained. The selectivities described here have not been achieved in similar palladium complex-catalyzed reactions.
• Complete Retention of <i>Z</i> Geometry in Allylic Substitution Catalyzed by an Iridium Complex
  作者：Ryo Takeuchi、Norihito Shiga

  DOI：10.1021/ol990033n

  日期：1999.7.1

  [GRAPHICS]The Z geometry of methyl (Z)-3-monosubstituted-2-alkenyl carbonate was completely retained in iridium complex-catalyzed allylic amination. The reaction of methyl (Z)-2-nonenyl carbonate with piperidine in the presence of a catalytic amount of [Ir(COD)Cl](2) and P(OPh)(3) at 50 degrees C for 2 h gave a 98:2 mixture of (Z)-1-(2-nonenyl)piperidine and 1-(1-n-hexyl-2-propenyl)piperidine in 86% yield, No E isomer was obtained. Various (Z) allylic amines were obtained in 91-100% selectivity by allylic amination of methyl (Z) 3-monosubstituted-2-alkenyl carbonate.
• GERMON C.; ALEXAKIS A.; NORMANT J. F., TETRAHEDRON LETT., 1980, 21, NO 39, 3763-3766
  作者：GERMON C.、 ALEXAKIS A.、 NORMANT J. F.

  DOI：——

  日期：——
• GERMON, C.;ALEXAKIS, A.;NORMANT, J. F., BULL. SOC. CHIM. FR., 1984, N 9-10, 377-389
  作者：GERMON, C.、ALEXAKIS, A.、NORMANT, J. F.

  DOI：——

  日期：——