Ethyl 5-methylhept-6-enoate | 109976-56-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Ethyl 5-methylhept-6-enoate
• CAS: 109976-56-9
• 化学式: C₁₀H₁₈O₂
• 分子量: 170.252
• InChiKey: OXWKIXDPIQXJIM-UHFFFAOYSA-N

物化性质

• 沸点：
  205.0±19.0 °C(Predicted)
• 密度：
  0.884±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-溴丁酸乙酯 、 1-氯-2-丁烯 生成 Ethyl oct-6-enoate 、 Ethyl 5-methylhept-6-enoate
  参考文献：
  名称：

  The direct formation of functionalized alkyl(aryl)zinc halides by oxidative addition of highly reactive zinc with organic halides and their reactions with acid chlorides, .alpha.,.beta.-unsaturated ketones, and allylic, aryl, and vinyl halides

  摘要：

  Highly reactive zinc, prepared by the lithium naphthalenide reduction of ZnCl2, readily undergoes oxidative addition to alkyl, aryl, and vinyl halides under mild conditions to generate the corresponding organozinc compounds in excellent yields. Significantly, the reaction will tolerate a spectrum of functional groups on the organic halides. Accordingly, this approach can now be used to prepare a wide variety of highly functionalized organozinc compounds. In the presence of Cu(I) salts, the organozinc compounds cross-couple with acid chlorides, conjugatively add to alpha,beta-unsaturated ketones, and regioselectively undergo S(N)2' substitution reactions with allylic halides. They also cross-couple with aryl or vinyl halides with Pd(0) catalysts.

  DOI：

  10.1021/jo00004a021

文献信息

• Cobalt-Catalyzed Reductive Allylation of Alkyl Halides with Allylic Acetates or Carbonates
  作者：Xin Qian、Audrey Auffrant、Abdellah Felouat、Corinne Gosmini

  DOI：10.1002/anie.201104390

  日期：2011.10.24

  An efficient method for the direct allylation of alkyl halides catalyzed by simple cobalt(II) bromide has been developed. This reaction, using a variety of substituted allylic acetates or carbonates, provides the linear product as the major product. It displays broad substrate scope and good functional group tolerance.

  已开发出一种简单的溴化钴（II）催化的烷基卤化物直接烯丙基化的有效方法。该反应使用多种取代的烯丙基乙酸酯或碳酸酯，提供了线性产物作为主要产物。它显示出广泛的底物范围和良好的官能团耐受性。
• Unsaturated ester synthesis via copper(I)-catalyzed allylation of zinc esters
  作者：Hirofumi Ochiai、Yoshinao Tamaru、Kazunori Tsubaki、Zenichi Yoshida

  DOI：10.1021/jo00228a059

  日期：1987.9
• OCHIAI, H.;TAMARU, Y.;TSUBAKI, K., J. ORG. CHEM., 52,(1987) N 19, 4418-4420
  作者：OCHIAI, H.、TAMARU, Y.、TSUBAKI, K.

  DOI：——

  日期：——
• US5358546A
  申请人：——

  公开号：US5358546A

  公开（公告）日：1994-10-25
• US5756653A
  申请人：——

  公开号：US5756653A

  公开（公告）日：1998-05-26