dimethyl nitroxide | 64709-75-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: dimethyl nitroxide
• 英文别名: N-nitrosodimethylamine radical；N,N-dimethylaminoxyl；N,N-Dimethyl-nitroxid；Dimethyl-nitroxid；Dimethylaminoxyl；Dimethylnitroxid
• CAS: 64709-75-7；6146-35-6
• 化学式: C₂H₆NO
• 分子量: 60.0757
• InChiKey: IWWVTIIPSIBUQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  4
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  4.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  芦竹碱 、 dimethyl nitroxide 生成
  参考文献：
  名称：

  Tkac, A.; Omelka, L.; Schulz, M., Journal fur praktische Chemie (Leipzig 1954), 1986, vol. 328, # 1, p. 71 - 80

  摘要：

  DOI：
• 作为产物：
  描述：

  N,N-二甲基环己胺 在 水 、 氧气 作用下， 生成 dimethyl nitroxide
  参考文献：
  名称：

  碱催化的三烷基胺的自氧化。一项ESR研究

  摘要：

  当将新鲜蒸馏的叔烷基胺溶解在水中时，会发生碱催化的氧化脱烷基过程，从而导致仲硝氧基自由基，烯烃和含羰基化合物的形成。

  DOI：

  10.1016/s0040-4039(00)95520-5
• 作为试剂：
  描述：

  iron pentacarbonyl 在 油酸 、 dimethyl nitroxide 作用下， 以 further solvent(s) 为溶剂， 生成 iron oxide
  参考文献：
  名称：

  Magnetic properties of nearly defect-free maghemite nanocrystals

  摘要：

  Temperature variations of the magnetization M and the electron magnetic resonance (EMR) parameters of maghemite (gamma-Fe2O3) nanocrystals are reported for the 4 K-300 K range. Transmission electron microscopy of the nanocrystals shows them to be nearly spherical samples (aspect ratio a/b=1.15) with diameter D=7(1) nm, and analysis of x-ray diffraction lines yields D=6.4 nm with negligible strain. M versus T data show blocking temperatures T(B)similar or equal to101 K, 89 K, and 68 K in measuring fields H=50, 100, and 200 Oe respectively. M versus H data for T>T-B fits the modified Langevin function M=MsL(mu(p)H/k(B)T)+chi(a)H with mu(p)=8000(500)mu(B)/particle and M-s=80 emu/g, identical to M-s for bulk gamma-Fe2O3. It is argued that this large value of M-s, the small value of coercivity H(c)similar or equal to20 Oe at 5 K, the lack of exchange bias in a field-cooled sample, and negligible strain point to nearly defect-free nanocrystals. In the EMR studies, two resonance lines are observed, one with the resonance field H-r greater than that for the free-electron value and the other smaller. From the temperature variations of H-r and the linewidths of the two lines, it is argued that the two lines are, respectively, due to nanocrystals with easy-axis aligned perpendicular and parallel to the applied field. The relatively narrow intrinsic linewidths (similar or equal to400 Oe) of the two lines in nearly defect-free nanocrystals facilitated their observation.

  DOI：

  10.1103/physrevb.70.174428

文献信息

• Aromatic radical anions as possible intermediates in the nucleophilic aromatic substitution (SNAr): an EPR study
  作者：Loris Grossi、Samantha Strazzari

  DOI：10.1039/a903407b

  日期：——

  The reactions among halonitrobenzenes or polynitrobenzenes and alkoxides, thiolates or tertiary amines have provided the evidence that in a SNAr reaction type a single electron transfer from the nucleophile to the aromatic substrate, to generate two radical species within the solvent cage, can take place to some extent. The detection of radical intermediates by EPR spectroscopy, in several SNAr reactions

  卤代硝基苯或多硝基苯与醇盐，硫醇盐或叔胺之间的反应提供了证据，表明在S N Ar反应类型中，可以发生从亲核体到芳族底物的单电子转移，从而在溶剂笼内产生两个自由基在某种程度上。通过EPR光谱学，在几μs自由基中间体的检测Ñ氩反应报道。
• Electron spin resonance of spin-trapped radicals of amines and polyamines. Hydroxyl radical reactions in aqueous solutions and γ-radiolysis in the solid state
  作者：Magdi M. Mossoba、Ionel Rosenthal、Peter Riesz

  DOI：10.1139/v82-216

  日期：1982.6.15

  free radicals produced by γ-radiolysis of these solids at room temperature in the absence of air were identified by dissolution in aqueous solutions of MNP. The predominant reaction of with amines and polyamines below pH 7 was the abstraction of hydrogen atoms from a carbon that is not adjacent to the protonated amino group. For agmatine and arcaine which contain guanidinium groups abstraction occurred

  羟基自由基与甲胺、二甲胺、三甲胺、二乙胺、仲丁胺、乙二胺、1,3-二氨基丙烷、腐胺、尸胺、1,7-二氨基庚烷、鸟氨酸、亚精胺、精胺、胍丁胺和阿卡因在水溶液中的反应有通过自旋捕获和 esr 进行了研究。羟基自由基是由 H2O2 的紫外光解产生的，2-甲基-2-亚硝基丙烷 (MNP) 用作自旋阱。还研究了电离辐射对多晶状态的相同多胺的影响。通过溶解在 MNP 的水溶液中来确定这些固体在室温下在没有空气的情况下的 γ-辐射分解所产生的自由基。与低于 pH 7 的胺和多胺的主要反应是从与质子化氨基不相邻的碳中夺取氢原子。对于含有胍基团的胍丁胺和阿卡因从 α-CH 中提取。二甲胺被氧化成二甲...
• ESR studies of nitroxide radicals formed in the low temperature photolysis ofN-nitrosamines
  作者：Avinash Joshi、George C. Yang

  DOI：10.1002/mrc.1270170213

  日期：1981.10

  AbstractVarious N‐nitrosamines were photolyzed in toluene solution in the temperature range −100°C to −30°C to yield dialkyl nitroxides. The nitrosamines studied were N‐nitrosodimethylamine, N‐nitrosodiethylamine, N‐nitrosodipropylamine, N‐nitrosodibutylamine and N‐nitrosodicyclohexylamine. Subsequent nitroxide side products were also detected by ESR, and a mechanism for their formation is proposed. Temperature dependent hyperfine couplings of the methylene protons were observed for a few radicals of the type R1CH2NO˙R2.
• The photoreactions of simple amides with NO. Gaining insight into radical bio-damages through an EPR case study
  作者：Angelo Alberti、Loris Grossi、Dante Macciantelli

  DOI：10.1016/j.tet.2012.01.066

  日期：2012.3

  Eight simple amides have been subjected to UV irradiation in the presence of either MNP or NO. In all cases radical species were generated: these were detected by means of EPR spectroscopy in the form of different nitroxides resulting from the trapping of the primary radicals. NO acted as a double spin trap, scavenging a radical to afford a diamagnetic nitroso derivative that in turn acted as trap towards another radical unit. As amido-groups are present in components of skin tissue and may be present in many therapeutic or cosmetic products used as skin sunscreen, and NO is a ubiquitous endogenous reactive species, the nitroxides detected in the present studies might participate in radical processes triggered by sun exposure and resulting in damages, even severe, of biological tissues. (C) 2012 Elsevier Ltd. All rights reserved.
• Gas-Phase Reactions of (CH3)2N Radicals with NO and NO2
  作者：Yannis G. Lazarou、Kyriakos G. Kambanis、Panos Papagiannakopoulos

  DOI：10.1021/j100059a022

  日期：1994.2

  The absolute rate constants for the reactions of (CH3)(2)N radicals with NO and NO2 were determined in the gas phase and at room temperature by using the very low pressure reactor (VLPR) technique. The rates were k((CH3)2N+NO) = (8.53 +/- 1.42) X 10(-14) cm(3) molecule(-1) s(-1) and k((CH3)2N+NO2) = (9.08 +/- 1.36) X 10(-13) cm(3) molecule(-1) s(-1). The reaction with NO2 proceeds via two competitive pathways: the recombination pathway (CH3)(2)N + NO2 --> (CH3)(2)NNO2, with a rate constant k(2a) = (3.18 +/- 0.48) X 10(-13) cm(3) molecule(-1) s(-1), and the oxidation pathway (CH3)(2)N + NO2--> (CH3)(2)NONO* --> (CH3)(2)NO + NO, with a rate constant k(2b) = (6.36 +/- 0.74) x 10(-13) cm(3) molecule(-1) s(-1). The oxidation pathway is ca. 2.2 times faster than the recombination one, and the ratio k(2a)/k(2b) = 0.45 +/- 0.15. Conventional transition state theory analysis indicates that the involved transition states are loose, with the N...N or N...O bond lengths equal to ca. 2.5 Angstrom.