1,3-dichloroacetone oxime | 35433-52-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,3-dichloroacetone oxime
• 英文别名: 1,3-dichloroacetone oxime acetate；1,3-dichloropropan-2-one oxime；1,3-dichloro acetoxime；1,3-dichloroacetoxime；1,3-dichloroacetoneoxime；1,3-dichloro-acetone oxime；N-(1,3-dichloropropan-2-ylidene)hydroxylamine
• CAS: 35433-52-4
• 化学式: C₃H₅Cl₂NO
• mdl: MFCD19232033
• 分子量: 141.985
• InChiKey: YWXYBQXZYIIPSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  十二烷基二甲基叔胺 、 1,3-dichloroacetone oxime 以 乙醇 为溶剂， 反应 48.0h， 以70%的产率得到N1,N3-didodecyl-2-(hydroxyimino)-N1,N1,N3,N3-tetramethylpropane-1,3-diammonium chloride
  参考文献：
  名称：

  Supernucleophilic systems based on functionalized surfactants in the decomposition of 4-nitrophenyl esters derived from phosphorus and sulfur acids. III. Reactivity of mixed micellar systems based on tetraalkylammonium and imidazolium surfactants

  摘要：

  Reactivity of mixed micellar systems based on the functionalized imidazolium and tetraalkylammonium surfactanats in the reaction of cleavage of 4-nitrophenyl ethyl ethylphosphonate was studied. Replacing of an imidazolium fragment in the detergent structure with a tetraalkylammonium one reveals decreasing the substrate solubilization efficiency. In the case of dimeric surfactants, the nucleophilicity of the oximate fragment is considerably (ca. 2 times) decreased thus additionally decreasing the rate of cleavage of the organophosphorus substarte. Therefore the nature of the cationic center in the head group may affect the extent of the observed micellar effects of functionalized surfactants.

  DOI：

  10.1134/s1070428015080047
• 作为产物：
  描述：

  1,3-二氯丙酮 在 硫酸 、 盐酸羟胺 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以99%的产率得到1,3-dichloroacetone oxime
  参考文献：
  名称：

  钯催化的α-卤代甲基肟醚的铃木-宫浦交叉偶联和二卤代衍生物的位点选择性交叉偶联

  摘要：

  AbstractThe cross‐coupling reaction of chloro‐ and bromomethyl oxime ethers with a wide range of aryl‐, heteroaryl‐ and vinylboronic acids in the presence of catalytic palladium complexes with different phosphines has been carried out with good yields (60–98%, 40 examples). Regioselective cross‐coupling reactions differentiating between an alkyl or aryl position are achieved from dihalo oxime ethers containing Csp2‐ and Csp3‐halogen bonds using mono‐ or dicoordinated palladium catalysts such as Pd(dba)2/P(o‐tolyl)3 or Pd(PPh3)4. The selective orthogonal functionalization of dihalo oxime ethers is also described. Site‐selective transformations allow the introduction of the biaryl motif into dihalo oxime ethers preserving the highly activated alkyl halide moiety vicinal to the oxime group for further transformations. In this context, Z‐ and E‐oxime ethers could be considered as synthetic equivalents of ketones in palladium‐catalyzed Suzuki reactions.magnified image

  DOI：

  10.1002/adsc.201300444

文献信息

• Supernucleophilic systems based on functionalized surfactants in the decomposition of 4-nitrophenyl esters derived from phosphorus and sulfur acids: I. Reactivity of a hydroxyimino derivative of gemini imidazolium surfactant
  作者：I. V. Kapitanov、I. A. Belousova、A. E. Shumeiko、M. L. Kostrikin、T. M. Prokop’eva、A. F. Popov

  DOI：10.1134/s1070428013090091

  日期：2013.9

  dichloride, and its non-micelle-forming methyl analog, were synthesized. Nucleophilicity of the oximate group in these compounds in the decomposition of 4-nitrophenyl esters derived from phosphorus and sulfur acids follows Brønsted relations for monomeric functionalized surfactants and non-micelle-forming oximes. As compared to the single-chained analog, the gemini surfactant ensured the same observed

  新型功能化双子表面活性剂3,3'-[2-（羟基亚氨基）丙烷-1,3-二基]双（1-十二烷基-1 H-咪唑-3-基）二氯化物及其非胶束形成甲基类似物，被合成。这些化合物中的肟酸基团在衍生自磷和硫酸的4-硝基苯基酯分解中的亲核性遵循单体官能化表面活性剂和非胶束形成肟的布朗斯台德关系。与单链类似物相比，双子表面活性剂可确保在较低浓度和较低pH下观察到的底物分解速率相同。在这些反应中双子表面活性剂的胶束效应达到约10 3的值，并且主要由胶束假相中的底物浓度决定。
• Nitrosoalkenes: Synthesis and Reactivity
  作者：Eric Francotte、Robert Merényi、Brigitte Vandenbulcke-Coyette、Heinz-Günther Viehe

  DOI：10.1002/hlca.19810640425

  日期：1981.6.10

  2 can be substituted by alkoxy groups. Two kinds of cycloaddition reaction of 1 have been observed: (i) reaction of the NO group with dienes gives 3, 6-dihydrooxazine derivatives 6 which isomerise to epoxyepimines 7 in most cases of β-substituted nitrosoalkenes; (ii) if 4, 5-dihydrooxazines 22 are obtained, the cycloaddition of the nitrosoalkenes as 4π-component is presumed.

  已经合成并表征了一些α-和β-卤代亚硝基烯烃1。肟前体2的卤素原子可以被烷氧基取代。两种环加成反应的1已经观察到：（i）所述NO基团与二烯烃的反应得到3,6-二氢恶嗪衍生物6，其异构化成epoxyepimines 7在β取代nitrosoalkenes的大多数情况下; （ii）如果获得4，5-二氢恶嗪22，则推测亚硝基烯烃作为4π-组分的环加成。
• Haloalkyloxime herbicidal antidotes
  申请人：Stauffer Chemical Company

  公开号：US04441916A1

  公开（公告）日：1984-04-10

  Herbicide antidote compounds and herbicidal compositions according consisting of an active herbicide compound and an antidote therefore and the methods of use of the antidote compound and compositions wherein the antidote compounds correspond to the formula ##STR1## in which R.sub.1 is haloalkyl, R.sub.2 is selected from haloalkyl and phenyl.

  除草剂解毒剂化合物和由活性除草剂化合物和相应解毒剂组成的除草剂组合物，以及使用解毒剂化合物和组合物的方法，其中解毒剂化合物对应于公式##STR1##，其中R.sub.1是卤代烷基，R.sub.2选自卤代烷基和苯基。
• Preussmann, Arzneimittel-Forschung/Drug Research, 1958, vol. 8, p. 638,640
  作者：Preussmann

  DOI：——

  日期：——
• Brintzinger; Titzmann, Chemische Berichte, 1952, vol. 85, p. 344
  作者：Brintzinger、Titzmann

  DOI：——

  日期：——