(Z)-2-methyldec-2-enenitrile | 122421-91-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (Z)-2-methyldec-2-enenitrile
• 英文别名: (2Z)-2-methyldecennitrile
• CAS: 122421-91-4
• 化学式: C₁₁H₁₉N
• 分子量: 165.279
• InChiKey: JLCYYKVHEPXNJW-LUAWRHEFSA-N

物化性质

• 沸点：
  251.5±9.0 °C(Predicted)
• 密度：
  0.839±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.82
• 重原子数：
  12.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  23.79
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  1-cyano-1-methylallyl diethyl phosphate 、 lithium di(n-hexyl)cuprate 生成 (Z)-2-methyldec-2-enenitrile
  参考文献：
  名称：

  YONEDA, RYUJI;HARUSAWA, SHINYA;KURIHARA, TAKUSHI, J. CHEM. SOC. PERKIN TRANS. PT 1,(1988) N2, C. 3163-3168

  摘要：

  DOI：

文献信息

• A Facile Zn-mediated Stereoselective Synthesis of (<i>E</i>)- and (<i>Z</i>)-Trisubstituted Alkenes from Baylis–Hillman Adducts in Water and Its Application
  作者：Biswanath Das、Nikhil Chowdhury、Joydeep Banerjee、Anjoy Majhi、Gurram Mahender

  DOI：10.1246/cl.2006.358

  日期：2006.4

  A simple and efficient stereoselective synthesis of (E)- and (Z)-trisubstituted alkenes has been accomplished by treatment of the acetyl derivatives of the Baylis-Hillman adducts with Zn in saturated aq. NH 4 Cl solution under reflux. The method has been utilized for the preparation of the two chiral insect pheromones, dominicalure-I and dominicalure-II, of the lesser grain borer Rhyzopertha dominica

  通过用饱和水溶液中的 Zn 处理 Baylis-Hillman 加合物的乙酰衍生物，已经完成了 (E)- 和 (Z)- 三取代烯烃的简单有效的立体选择性合成。NH 4 Cl 溶液回流。该方法已用于制备小螟Rhyzopertha dominica (F) 的两种手性昆虫信息素 dominicalure-I 和 dominicalure-II。
• Synthesis of (Z)-predominant α,β-unsaturated nitriles from enone cyanohydrin diethyl phosphates: application to the synthesis of (±)-nuciferal, (±)-(E)- and -(Z)-nuciferol, and (±)-manicone
  作者：Ryuji Yoneda、Shinya Harusawa、Takushi Kurihara

  DOI：10.1039/p19880003163

  日期：——

  phosphates reacted regio- and stereo-selectively with a variety of organocopper reagents to give γ-coupling products, (Z)-predominant alk-2-enenitriles. The methodology was applied to the synthesis of (±)-nuciferal, (±)-(E)- and -(Z)-nuciferol, and (±)-manicone.

  烯醇氰醇二乙基磷酸酯与多种有机铜试剂进行区域和立体选择性反应，生成γ偶联产物，即以（Z）为主的烷-2-腈。该方法应用于（±）-核苷，（±）-（E）-和-（Z）-核苷醇和（±）-甘露酮的合成。
• Carbenoid insertion into alkenylzirconocenes—a convergent synthesis of functionalised allylmetallics
  作者：Alexander N. Kasatkin、Richard J. Whitby

  DOI：10.1016/s0040-4039(00)01024-8

  日期：2000.8

  Insertion of lithium alkylcarbenoids RC(A)LiX, A= CN, P(O)(OEt)(2), SO2Ph, OMe into alkenylzirconocene chlorides derived by hydrozirconation of terminal alkynes affords functionalised allylzirconium reagents which may be further elaborated. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Yoneda, Ryuji; Harusawa, Shinya; Kurihara, Takushi, Chemical and pharmaceutical bulletin, 1987, vol. 35, # 2, p. 913 - 915
  作者：Yoneda, Ryuji、Harusawa, Shinya、Kurihara, Takushi

  DOI：——

  日期：——
• YONEDA RYUJI; HARUSAWA SHINYA; KURIHARA TAKUSHI, CHEM. AND PHARM. BULL., 35,(1987) N 2, 913-915
  作者：YONEDA RYUJI、 HARUSAWA SHINYA、 KURIHARA TAKUSHI

  DOI：——

  日期：——