(E)-1,1,1-trichloro-3-(1,3-dioxolan-4-ylidene)propan-2-one | 1312304-33-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧戊环
• 英文名称: (E)-1,1,1-trichloro-3-(1,3-dioxolan-4-ylidene)propan-2-one
• 英文别名: (3E)-1,1,1-trichloro-3-(1,3-dioxolan-4-ylidene)propan-2-one
• CAS: 1312304-33-8
• 化学式: C₆H₅Cl₃O₃
• 分子量: 231.463
• InChiKey: CNLJZXBWXDGULC-DAFODLJHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-1,1,1-trichloro-3-(1,3-dioxolan-4-ylidene)propan-2-one 在 ammonium hydroxide 作用下， 以 乙腈 为溶剂， 反应 1.0h， 生成 4-amino-1,1,1-trichloro-5-hydroxypent-3-en-2-one 、 4-amino-1,1,1-trichloro-5-hydroxypent-3-en-2-one
  参考文献：
  名称：

  基于4-亚甲基-1,3-二氧戊环的多官能团环状β-烷氧基-α,β-不饱和酮的合成及性能

  摘要：

  New CCl3‐ and CF3‐substituted enones, bearing additional hidden hydroxymethyl functions, were prepared by acylation of 4‐methylene 1,3‐dioxolanes. The synthesized enones are interesting building blocks for agrochemical and medicinal chemistry research. The reactivity of synthesized enones with various amines was studied, and enaminones 13 and 14 were obtained under NH3 interaction; the reaction with aliphatic primary amines afforded enaminones 17 in high yields as equilibrium mixtures of E and Z isomers. The reaction of fluorinated enone 9c with anilines afforded a mixture of products, including non‐aromatic heterocyclic compounds 25 and 26 bearing the CF3 group as well as furan 27 with CF3 and amino functions at positions 5 and 3, respectively. The hydrolysis of enone 9c afforded cyclic compound 11.

  DOI：

  10.1002/ejoc.201800786
• 作为产物：
  描述：

  4-methylene-1,3-dioxolane 、 三氯乙酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以59%的产率得到(E)-1,1,1-trichloro-3-(1,3-dioxolan-4-ylidene)propan-2-one
  参考文献：
  名称：

  Novel Dioxolane And Dioxane Derivatives And A Process For Their Preparation

  摘要：

  本发明涉及一种新型的通式（I）中的酰亚甲基-1,3-二氧杂环戊烷和酰亚甲基-1,4-二氧杂环烷，其中R1、R2、R3和n的含义如描述中所述，并且涉及它们的制备新方法。酰亚甲基-1,3-二氧杂环戊烷和酰亚甲基-1,4-二氧杂环烷是制备吡唑和蒽酰胺的重要中间体，可用作杀虫剂。

  公开号：

  US20110152531A1

文献信息

• NEUE DIOXOLAN- UND DIOXANDERIVATE UND EIN VERFAHREN ZUR DEREN HERSTELLUNG
  申请人：Bayer CropScience AG

  公开号：EP2513082B1

  公开（公告）日：2013-10-02
• US8222435B2
  申请人：——

  公开号：US8222435B2

  公开（公告）日：2012-07-17
• Synthesis and Properties of Polyfunctional Cyclic β-Alkoxy-α,β-Unsaturated Ketones Based on 4-Methylene-1,3-dioxolanes
  作者：Igor I. Gerus、Olga A. Balabon、Sergiy V. Pazenok、Norbert Lui、Ivan S. Kondratov、Karen V. Tarasenko、Elena N. Shaitanova、Viktor E. Ivasyshyn、Valery P. Kukhar

  DOI：10.1002/ejoc.201800786

  日期：2018.8.1

  New CCl3‐ and CF3‐substituted enones, bearing additional hidden hydroxymethyl functions, were prepared by acylation of 4‐methylene 1,3‐dioxolanes. The synthesized enones are interesting building blocks for agrochemical and medicinal chemistry research. The reactivity of synthesized enones with various amines was studied, and enaminones 13 and 14 were obtained under NH3 interaction; the reaction with aliphatic primary amines afforded enaminones 17 in high yields as equilibrium mixtures of E and Z isomers. The reaction of fluorinated enone 9c with anilines afforded a mixture of products, including non‐aromatic heterocyclic compounds 25 and 26 bearing the CF3 group as well as furan 27 with CF3 and amino functions at positions 5 and 3, respectively. The hydrolysis of enone 9c afforded cyclic compound 11.
• Novel Dioxolane And Dioxane Derivatives And A Process For Their Preparation
  申请人：PAZENOK Sergii

  公开号：US20110152531A1

  公开（公告）日：2011-06-23

  The present invention relates to novel acylmethylene-1,3-dioxolanes and acylmethylene-1,4-dioxanes of the general formula (I) in which R 1 , R 2 , R 3 and n have the meanings given in the description, and also a novel process for their preparation. Acylmethylene-1,3-dioxolanes and acylmethylene-1,4-dioxanes are important intermediates for the preparation of pyrazoles and anthranilamides, which can be used as insecticides.

  本发明涉及一种新型的通式（I）中的酰亚甲基-1,3-二氧杂环戊烷和酰亚甲基-1,4-二氧杂环烷，其中R1、R2、R3和n的含义如描述中所述，并且涉及它们的制备新方法。酰亚甲基-1,3-二氧杂环戊烷和酰亚甲基-1,4-二氧杂环烷是制备吡唑和蒽酰胺的重要中间体，可用作杀虫剂。