[2-(hydroxyimino)propyl]dimethylamine | 673-55-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: [2-(hydroxyimino)propyl]dimethylamine
• 英文别名: 1-(dimethylamino)propan-2-one oxime；(E)-dimethylamino-acetone oxime；dimethylamino-acetone oxime；Dimethyl-(β-oximino-propyl)-amin；Dimethylamino-aceton-oxim；Dimethylamino-acetoxim；N-[1-(dimethylamino)propan-2-ylidene]hydroxylamine
• CAS: 673-55-2
• 化学式: C₅H₁₂N₂O
• 分子量: 116.163
• InChiKey: BTSOINJIGGAGMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [2-(hydroxyimino)propyl]dimethylamine 在 sodium azide 、 nickel(II) chloride hexahydrate 作用下， 以 甲醇 为溶剂， 生成 2-羟基氨基-1-甲基乙酮肟
  参考文献：
  名称：

  A novel high-spin tridecanuclear Ni^IIcluster with an azido-bridged core exhibiting disk-like topology

  摘要：

  高自旋十三分之一核 NiII 簇、[NiII13(N3)18(dpo)4(Hdpo)2(H2hpo)4(H2O)(MeOH)] [NiII13(N3)18(dpo)4(Hdpo)2(H2hpo)4(H2O)2] (1) (Hdpo = 1-(二甲基氨基)丙-2-酮肟和 H2hpo = 1-(羟基氨基)丙-2-酮肟)，具有纯叠氮桥键核心、报道了 NiII 离子之间的主要铁磁耦合。后一种分子具有独特的平面核心拓扑结构，其 N3- ：NiII 比率最大。

  DOI：

  10.1039/c2cc16221k
• 作为产物：
  描述：

  (二甲氨基)丙酮 在 hydroxylamine salt 、 碳酸氢钠 作用下， 生成 [2-(hydroxyimino)propyl]dimethylamine
  参考文献：
  名称：

  Stereochemical and electronic interaction studies of α-heterosubstituted acetone oximes

  摘要：

  The free nu(C=N) bands in the IR spectra of some alpha-heterosubstituted acetone oximes show the existence of only a monomeric form in chloroform solutions at concentrations below 10(-2) M, while in carbon tetrachloride self-associated species are also present. The H-1 and C-13 NMR chemical shift data indicate the predominance of the E over the Z isomer. The Delta nu(C=N), frequency shifts and molecular mechanics calculations strongly suggest that the oximes are in the gauche conformation. X-ray diffraction data have shown that the single dimethylaminoacetone oxime isomer exists in the E configuration and gauche conformation. Non-additivity effects for the ir-methylene carbon chemical shifts seem to indicate the occurrence of a pi(C=N)/sigma(C-X)* interaction besides the pi(C=N)*/sigma(C-X) hyperconjugative interaction.

  DOI：

  10.1016/0584-8539(95)01409-n

文献信息

• Synthese potentieller Cholinesterasereaktivatoren und -protektoren Aliphatische Bis-Ammonium-ketoxime
  作者：R. Reiner、A. Scherer、M. Schmidt、G. Zimmer

  DOI：10.1002/ardp.19713040905

  日期：——

  Durch Umsatz von Dimethylaminoaceton oder dessen Oxim mit Ammoniumalkylhalogeniden („Halbsalzen”︁) wurden ausgewählte symmetrische und unsymmetrische Bisammoniumacetonyloxime dargestellt, die in enger struktureller Verwandtschaft zu den Bispyridiniumaldoximen stehen. Diese Verbindungen sind nicht nur als Reaktivatoren phosporylierter Acetylcholinesterase, sondern als Präventivmedikamente gegen Pho

  通过将二甲氨基丙酮或其肟与烷基卤化物（“半盐”︁）反应，产生了与双吡啶鎓醛肟在结构上密切相关的对称和不对称双铵乙肟。这些化合物不仅可作为磷酸化乙酰胆碱酯酶的再活化剂，而且还可作为预防磷酯中毒的药物。
• Wolinski,J.; Sawicki,K., Roczniki Chemii, 1964, vol. 38, p. 745 - 754
  作者：Wolinski,J.、Sawicki,K.

  DOI：——

  日期：——
• Ogloblin,K.A.; Potekhin,A.A., Doklady Chemistry, 1964, vol. 159, p. 1280 - 1283
  作者：Ogloblin,K.A.、Potekhin,A.A.

  DOI：——

  日期：——
• Intermolecular retro-Cope Type Hydroxylamination of Alkynes with NH2OH: E-1-(1-Hydroxycyclohexyl)ethanone oxime
  作者：Loiseau, Francis、Beauchemin, André M.

  DOI：10.15227/orgsyn.090.0087

  日期：——
• 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
  作者：T. M. Prokop’eva、I. V. Kapitanov、I. A. Belousova、A. E. Shumeiko、M. L. Kostrikin、M. K. Turovskaya、N. G. Razumova、A. F. Popov

  DOI：10.1134/s1070428015080047

  日期：2015.8

  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.