9-Chloro-3-methylnon-1-ene | 131379-25-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氯化物
• 英文名称: 9-Chloro-3-methylnon-1-ene
• CAS: 131379-25-4
• 化学式: C₁₀H₁₉Cl
• 分子量: 174.714
• InChiKey: ZKLDZXZWTRYSTD-UHFFFAOYSA-N

物化性质

• 沸点：
  217.7±19.0 °C(Predicted)
• 密度：
  0.871±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  11
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1-溴-6-氯己烷 、 1-氯-2-丁烯 生成 9-Chloro-3-methylnon-1-ene
  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

• 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
• US5964919A
  申请人：——

  公开号：US5964919A

  公开（公告）日：1999-10-12
• [EN] HIGHLY REACTIVE FORMS OF ZINC AND REAGENTS THEREOF
  申请人：BOARD OF REGENTS OF THE UNIVERSITY OF NEBRASKA

  公开号：WO1993015086A1

  公开（公告）日：1993-08-05

  (EN) A novel zerovalent zinc species and an organozinc reagent are disclosed. The zerovalent zinc species is directly produced by reaction of a reducing agent on a zinc salt, preferably Zn(CN)2. The organozinc reagent results from the reaction of the zerovalent zinc species and an organic compound having one or more stable anionic leaving groups. These organozinc reagents include a wide spectrum of functional groups in the organic radical, and are useful in a variety of reaction schemes.(FR) Nouvelle espèce de zinc non valente et nouveau réactif organozincique. Ladite espèce de zinc non valente est produite directement par réaction d'un agent de réduction sur un sel de zinc, de préférence sur du Zn(CN)2. Le réactif organozincique résulte de la réaction de l'espèce de zinc non valente et d'un composé organique possédant un ou plusieurs groupes labiles anioniques stables. Ces réactifs organozinciques comprennent un large spectre de groupes fonctionnels dans le radical organique et sont utiles dans un grand nombre de processus de réaction.
• 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
  作者：Lishan Zhu、Richard M. Wehmeyer、Reuben D. Rieke

  DOI：10.1021/jo00004a021

  日期：1991.2

  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.