2-氯乙烯酮 | 29804-89-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 中文名称: 2-氯乙烯酮
• 英文名称: chloroketene
• CAS: 29804-89-5
• 化学式: C₂HClO
• 分子量: 76.4823
• InChiKey: WGZNOUWVAIGKDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  4
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  2-氯乙烯酮 以40%的产率得到
  参考文献：
  名称：

  Efremov Dimitry A., Zavlin Pavel M., Essentseva Nataly S., Tebby John C., J. Chem. Soc. Perkin Trans. 1, (1994) N 21, S 3163-3168

  摘要：

  DOI：
• 作为产物：
  描述：

  二氯乙酰氯 在 锌 作用下， 生成 2-氯乙烯酮
  参考文献：
  名称：

  The microwave spectrum of an unstable molecule: Chloroketene ClHCCO

  摘要：

  The microwave spectra of four isotopic species of the unstable molecule chloroketene ClHCCO have been observed from the flow pyrolysis of monochloroacetyl chloride and from the pyrolytic reaction of dichloroacetyl chloride with zinc metal. The spectra, which consist only of b-type transitions, were observed in the frequency range 26.5–80 GHz. Accurate rotational constants and quartic and sextic centrifugal distortion constants have been obtained for all isotopes. Large numbers of perturbations have been observed in the chlorine quadrupole hyperfine structure; consequently, the complete quadrupole coupling tensor has been evaluated. The dipole moment has been measured. The molecule has been shown to be planar, and a partial r0 structure has been determined.

  DOI：

  10.1063/1.445606

文献信息

• Incorporation of Sulfur Dioxide into the Products of Reaction ofSchiff Bases with Halo- or Alkylthio-ketenes in Liquid SO2. Preliminary communication
  作者：Daniel Bellu?

  DOI：10.1002/hlca.19750580832

  日期：1975.11.5

  A simple ‘three-component-reaction’ between halo- or alkylthio-ketenes, Schiff bases and sulfur dioxide, yielding 4-oxo-1,3-thiazolidine-1,1-dioxides 4 in one step, is presented.

  本文介绍了卤代或烷硫基乙烯酮，席夫碱和二氧化硫之间的简单“三组分反应”，可一步生成4-氧代-1,3-噻唑烷-1,1-二氧化物4。
• [8+2] Cycloadditions of 2,4,6-Cycloheptatriene-1-imines with Chloroketenes: Facile and High-Yield One-Pot Synthesis of 1-Azaazulen-2(1<i>H</i>)-ones
  作者：Kazuaki Ito、Katsuhiro Saito、Kensuke Takahashi

  DOI：10.1246/bcsj.65.812

  日期：1992.3

  Simple heating of mixtures of N-arylcycloheptatriene-1-imines and acyl chlorides in the presence of an excess amount of triethylamine afforded 1-azaazulen-2(1H)-ones in high yields. The intermediacy of the [8+2] cycloadducts between the 2,4,6-cycloheptatriene-1-imines and ketenes were confirmed by their isolations. Analogous results were obtained with tropone hydrazones.

  在过量三乙胺的存在下简单加热 N-芳基环庚三烯-1-亚胺和酰氯的混合物，以高产率得到 1-氮杂氮杂-2(1H)-酮。2,4,6-环庚三烯-1-亚胺和烯酮之间的 [8+2] 环加合物的中间体通过它们的分离得到证实。用托酮腙获得了类似的结果。
• Ketenes from N-(2-Pyridyl)amides
  作者：Carsten Plüg、Hussein Kanaani、Curt Wentrup

  DOI：10.1071/ch14714

  日期：——

  Methoxycarbonylketene 4a, methoxycarbonyl(methyl)ketene 4b, chloroketene 4c, cyanoketene 4d, diphenylketene 4e, and 2-pyridylketene 4f have been generated by flash vacuum thermolysis of the corresponding 2-pyridylacetamide derivatives 3a–f and isolated in Ar matrices for FT-IR spectroscopic characterisation. The N-(2-pyridyl)-2-pyridylacetamide 3f yielded 2-pyridyl isocyanate in addition to 2-pyridylketene

  Methoxycarbonylketene图4a，甲氧基羰基（甲基）乙烯酮4b中，chloroketene 4c中，cyanoketene 4D，二苯基乙烯酮4E和2- pyridylketene 4F已经由相应的2- pyridylacetamide衍生物的闪光真空热解产生图3a - ˚F和Ar中分离矩阵为FT-IR光谱表征。的N-（2-吡啶基）-2- pyridylacetamide 3F除了2- pyridylketene得到2-吡啶基异氰酸酯。
• A matrix isolation study of the photochemically induced reactions of nitrogen dioxide with 1,2-dibromoethene and 1,2-dichloroethene using Fourier transform infrared spectroscopy
  作者：Robin J.H. Clark、Loraine J. Foley

  DOI：10.1016/j.saa.2004.10.045

  日期：2005.5

  quartz-filtered radiation (lambda>240 nm) led to the appearance of infrared bands attributable to carbonyl, carbon monoxide, and ketene species; no bands belonging to a precursor complex NO2cdots, three dots, centeredXCHCHX (where X=Br or Cl) were observed upon matrix deposition. The possible reaction pathway is discussed.

  使用石英过滤辐射（λ> 240 nm）对BrCHCHBr / NO2 / Ar或ClCHCHCl / NO2 / Ar的基质进行光解，导致出现了由羰基，一氧化碳和乙烯酮组成的红外波段。在基质沉积时未观察到属于前体复合物NO 2 c点，三个点居中的XCHCHX（其中X = Br或Cl）的谱带。讨论了可能的反应途径。
• HeI photoelectron spectra of unstable molecules: mono- and di-halogenoketenes
  作者：David Colbourne、Nicholas P. C. Westwood

  DOI：10.1039/p29850002049

  日期：——

  HeI Photoelectron spectra are reported for the mono- and di-chloro- and -bromo-ketenes (XHCCO and X2CCO, X Cl, Br) generated in high yield as unstable molecules from thermolysis of acid halides. The spectra are discussed and assigned by reference to the parent ketene molecule, orbital trends, and comparison with theoretical calculations.

  据报道，由于酰卤的热解，不稳定的分子以高收率产生了单氯乙烯和二氯乙烯和溴乙烯酮（XHC C O和X 2 C C O，X Cl，Br）的He I光电子能谱。通过参考母体乙烯酮分子，轨道趋势以及与理论计算的比较来讨论和分配光谱。