propyl 1,2-dichlorovinyl ketone | 882037-58-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: propyl 1,2-dichlorovinyl ketone
• 英文别名: 1,2-dichlorohex-1-en-3-one；1,2-Dichlorovinyl propyl ketone
• CAS: 882037-58-3
• 化学式: C₆H₈Cl₂O
• 分子量: 167.035
• InChiKey: OAEUAOADDGALJC-UHFFFAOYSA-N

物化性质

• 沸点：
  221.3±30.0 °C(Predicted)
• 密度：
  1.185±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  propyl 1,2-dichlorovinyl ketone 在 PPA 、 硫酸 作用下， 以 乙醇 为溶剂， 反应 0.5h， 生成 4-chloro-1-(2,4-dinitrophenyl)-3-propylpyrazole
  参考文献：
  名称：

  氯丁二酮的2,4-二硝基苯基hydr和β，β-二氯丙烯醛中的5（4）-氯-1-（2,4-二硝基苯基）吡唑

  摘要：

  DOI：

  10.1007/s10593-005-0238-9
• 作为产物：
  描述：

  propyl 1,2,2-trichloroethyl ketone 在 sodium carbonate 作用下， 以 水 为溶剂， 以62.6 g的产率得到propyl 1,2-dichlorovinyl ketone
  参考文献：
  名称：

  1,2-二氯乙烯基烷基酮的合成，结构与特征

  摘要：

  开发了一种从酰卤和1,2-二氯乙烯制备烷基1,2-二氯乙烯酮的方法。通过红外光谱、氢谱和碳谱，测量偶极矩，并使用RHF和B3LYP方法在6–311++G (d,p)基组下进行量子化学计算，研究了烷基1,2-二氯乙烯酮的构型平衡和电子结构。烷基1,2-二氯乙烯酮在Z，s-cis构型中是稳定的，其中烯烃质子与羰基氧形成分子内氢键。1,2-二氯乙烯酮与烷基肼反应生成1-烷基-3-烷基-4-氯吡唑。烷基1,2-二氯乙烯酮与1,1-二甲基肼的反应涉及脱氯化并生成1,1-二甲基肼氯化铵和一系列结构不确定的化合物混合物。

  DOI：

  10.1007/s11178-005-0064-7

文献信息

• Distinguishing Features of reactions of 2-chloro-and 2,2-dichloro(bromo)vinyl ketones with alkyl-and arylhydrazines
  作者：G. V. Bozhenkov、V. A. Savosik、L. I. Larina、L. V. Klyba、E. R. Zhanchipova、A. N. Mirskova、G. G. Levkovskaya

  DOI：10.1134/s1070428008070129

  日期：2008.7

  2-Chlorovinyl alkyl ketones react with alkylhydrazines to give mixtures of 1-R-3-R'- and 1-R-5-R'-pyrazoles: The 1-R-3-R'-pyrazoles form through the heterocyclization of 2-chlorovinyl ketone alkylhydrazones whereas in the heterocyclization into 1-R-5-R'-pyrazoles N1-alkyl-N2-(2-acylvinyl) hydrazines are involved. The regiospecific heterocyclization of 2-chloro- and 2,2-dichlorovinyl ketones with arylhydrazines and also of 2,2-dichloro(bromo) vinyl trifluoromethyl ketones with C alkylhydrazines into pyrazoles and 5-chloro(bromo)pyrazoles proceeds through a stage of haloenones hydrazones formation. The study of the structure of the obtained 1-alkyl-3(5)-alkylpyrazoles by means of two-dimenaional H-1 and C-13 NMR spectroscopy and GC-MS method made it possible to assign the proton and carbon signals of isomeric pyrazoles and to establish the diagnostic ions for the pair of 1,3- and 1,5-isomers.
• Solvatochromism of heteroaromatic compounds: XXVIII. Factors affecting the nonspecific solvatochromic effect in the UV spectra of aromatic nitro compounds in aprotic protophilic solvents
  作者：A. I. Vokin、A. M. Shulunova、T. N. Aksamentova、G. V. Bozhenkov、V. K. Turchaninov

  DOI：10.1134/s1070363206040189

  日期：2006.4

  Examination of the UV spectra of a large series of solvatochromic indicators of the general formula 1-X-4-NO2-C6H4 in aprotic solvents confirmed the proportionality between the dipole moments of these compounds in the ground (mu(g)) and first electronically excited ((1)A(1), mu(e)) states: mu(e) = r(mu)mu(g). The coefficient r(mu) was determined by applying the equation of the Bakhshiev-Bilot-Kawski solvatochromism theory both to nonspecifically solvated. molecules and to their H complexes with aprotic protophilic solvents. An anisotropy of the electron redistribution was revealed for low-symmetry 1-substituted 2,4-dinitrobenzenes. The r(mu) value obtained allowed the calculation of the Kamlet-Taft empirical solvatochromic parameter pi* on the basis of generalized characteristics of the solvent.
• Synthesis and properties of 2-amino-1-chloroenones
  作者：G. V. Bozhenkov、V. A. Savosik、A. N. Mirskova、G. G. Levkovskaya

  DOI：10.1134/s1070428007010022

  日期：2007.1

  Reactions of alkyl-, allyl-, and arylamines and o-aminophenol with 1,2-dichlorovinyl alkyl ketones involve replacement of only one chlorine atom in the beta-position with respect to the carbonyl group with formation of 2-alkylamino-, 2-allylamino-, and 2-arylamino-1-chlorovinyl ketones. Diamines of the aromatic and aliphatic series react with 1,2-dichlorovinyl alkyl ketone molecules to give N,N'-bis(2-acyl-2-chlorovinyl)-substituted diamines.