(3E)-1,1,4-trichlorobut-3-en-2-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3E)-1,1,4-trichlorobut-3-en-2-one
• 英文别名: (E)-1,1,4-trichlorobut-3-en-2-one；(E)-dichloromethyl-β-chlorovinylketone；1,1,4-trichloro-3-buten-2-one；1,1,4-Trichlorobut-3-en-2-one
• 化学式: C₄H₃Cl₃O
• 分子量: 173.426
• InChiKey: PVTFYUFIJCGAKB-OWOJBTEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (3E)-1,1,4-trichlorobut-3-en-2-one 、 苯 在 盐酸 、 三氯化铝 作用下， 反应 8.67h， 以81%的产率得到(E)-1,1-dichloro-4-phenylbut-3-en-2-one
  参考文献：
  名称：

  Synthesis and Comparative Analysis of Molecular and Supramolecular Structures of 4,8-Disubstituted 1,5-Dichloro-2,6-dioxotricyclo[5.1.0.0 3,5 ]octanes

  摘要：

  A series of 4,8-disubstituted 1,5-dichloro-2,6-dioxotricyclo-[5.1.0.0(3.5)] octanes, synthesized by various methods, were studied by X-ray single crystal diffraction. The conformation (syn/anti) of the molecules does not depend on the method of preparation and nature of substituents. All the compounds crystallize in centrosymmetric space groups with half of the molecules in the asymmetric part of the unit cell. The main influence which the substituents render is on the packing of molecules in crystals and on the types of intermolecular interactions and supramolecular structures.

  DOI：

  10.1007/s00706-003-0028-y
• 作为产物：
  描述：

  二氯乙酰氯 、 乙炔 在 三氯化铝 作用下， 以 四氯化碳 为溶剂， 反应 6.0h， 以78%的产率得到(3E)-1,1,4-trichlorobut-3-en-2-one
  参考文献：
  名称：

  Synthesis and Comparative Analysis of Molecular and Supramolecular Structures of 4,8-Disubstituted 1,5-Dichloro-2,6-dioxotricyclo[5.1.0.0 3,5 ]octanes

  摘要：

  A series of 4,8-disubstituted 1,5-dichloro-2,6-dioxotricyclo-[5.1.0.0(3.5)] octanes, synthesized by various methods, were studied by X-ray single crystal diffraction. The conformation (syn/anti) of the molecules does not depend on the method of preparation and nature of substituents. All the compounds crystallize in centrosymmetric space groups with half of the molecules in the asymmetric part of the unit cell. The main influence which the substituents render is on the packing of molecules in crystals and on the types of intermolecular interactions and supramolecular structures.

  DOI：

  10.1007/s00706-003-0028-y

文献信息

• Method for the Production of N-Substituted (3-Dihalomethyl-1-Methyl-Pyrazole-4-yl) Carboxamides
  申请人：Zierke Thomas

  公开号：US20100174094A1

  公开（公告）日：2010-07-08

  The present invention relates to a process for preparing N-substituted (3-dihalomethylpyrazol-4-yl)carboxamides of the formula (I) in which R 1 is optionally substituted phenyl or C 3 -C 7 -cycloalkyl, R 1a is hydrogen or fluorine, or R 1a together with R 1 is optionally substituted C 3 -C 5 -alkanediyl or C 5 -C 7 -cycloalkanediyl, R 2 is C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl or C 1 -C 4 -alkoxy-C 1 -C 2 -alkyl, X is F or Cl and n is 0, 1, 2 or 3; which comprises A) providing a compound of the formula (II) in which X is F or Cl, Y is Cl or Br and R 2 has one of the meanings given above and B) reacting a compound of the formula (II) with carbon monoxide and a compound of the formula (III) in which R 1 , R 1a and n have one of the meanings given above; in the presence of a palladium catalyst; to intermediates used for the preparation according to the process according to the invention, and also to processes for their preparation.

  本发明涉及一种制备式(I)的N-取代(3-二卤甲基吡唑-4-基)羧酰胺的方法 其中R1是可选的取代苯基或C3-C7环烷基，R1a是氢或氟，或者R1a与R1一起是可选的取代C3-C5-烷二基或C5-C7-环烷二基，R2是C1-C6-烷基，C2-C6-烯基，C2-C6-炔基或C1-C4-烷氧基-C1-C2-烷基，X是F或Cl，n为0、1、2或3；包括 A)提供式(II)的化合物 其中X是F或Cl，Y是Cl或Br，R2具有上述给定的含义之一 B)将式(II)的化合物与一氧化碳和式(III)的化合物反应 其中R1、R1a和n具有上述给定的含义之一；在钯催化剂的存在下； 用于根据本发明的方法制备的中间体，以及用于它们的制备的方法。
• Ratio of 1,3- and 1,5-dialkyl-substituted pyrazoles obtained from chlorovinyl alkyl ketones and alkylhydrazines, 3(5)-pyrazoles and alkyl bromides
  作者：A. V. Popov、E. V. Rudyakova、L. I. Larina、V. A. Kobelevskaya、G. G. Levkovskaya

  DOI：10.1134/s1070428014110190

  日期：2014.11

  Unsymmetrically substituted 1,3- and 1,5-dialkylpyrazoles and 1,3-dialkyl-5-chloropyrazoles were prepared. 2-Chlorovinyl ketones react with C-1-C-8-alkylhydrazines along two routes giving mixtures of 1-R'-3-R- and 1-R'-5-R-pyrazoles with the prevalence of 1,3-isomer. The proportion of 3-substituted 1-alkylpyrazole in the isomers mixture grows from 60 to 94-97% with growing length of the alkyl chain in the hydrazine. The alkylation of 1-unsubstituted 3(5)-alkylpyrazoles with alkyl bromides afforded predominantly (by 16-50%) 1,3-disubstituted pyrazoles. 1,3-Dialkyl-5-chloropyrazoles form from 2,2-dichlorovinyl alkyl ketones and functionalized alkylhydrazines. It was suggested to synthesize 1,3-dialkyl-substituted pyrazoles by dechlorination of unsymmetrically substituted 1,3-dialkyl-5-chloropyrazoles in the presence of complex nickel catalyst and water as the proton source.
• VERFAHREN ZUR HERSTELLUNG N-SUBSTITUIERTER (3-DIHALOMETHYL-1-METHYL-PYRAZOL-4-YL)CARBOXAMIDE
  申请人：BASF SE

  公开号：EP2164831B1

  公开（公告）日：2013-07-17
• US8153820B2
  申请人：——

  公开号：US8153820B2

  公开（公告）日：2012-04-10