potassium methyl(nitroso)amide | 87039-32-5

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: potassium methyl(nitroso)amide
• 英文别名: Kalium-methyldiazotat；Kaliummethyldiazotat；Methyldiazotate potassium salt；potassium;methyl(oxido)diazene
• CAS: 87039-32-5
• 化学式: CH₃N₂O*K
• 分子量: 98.1459
• InChiKey: UTIZIVHEEXBLNZ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.43
• 重原子数：
  5
• 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：
  47.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  potassium methyl(nitroso)amide 在 sodium hydroxylamine-O-sulfonate 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 N-nitroso-N-methylhydrazine
  参考文献：
  名称：

  亚硝基化合物的合成、表征和能量特性

  摘要：

  甲基（亚硝基）酰胺钠和钾（M[CH3N2O]，M = Na（1），K（2））是通过单甲基肼与亚硝酸异戊酯或亚硝酸正丁酯以及合适的金属乙醇盐（M [CH3CH2O], M = Na, K) 在乙醇-醚混合物中。单甲基肼与少量过量的亚硝酸异戊酯或亚硝酸正丁酯在不存在金属乙醇盐的情况下反应生成 N-亚硝基-N-甲基肼 (CH3(NO)N-NH2, (3) ）。或者，使用HOSA的钠盐在乙醇溶液中通过1或2的胺化反应制备化合物3。使用元素分析、差示扫描量热法、质谱法、振动（红外和拉曼）和紫外光谱以及多核（1H、13C 和 15N）NMR 光谱对化合物 1-3 进行了表征。对于化合物 1-3，测量了一些感兴趣的物理和化学特性和灵敏度数据，还给出了化合物 3 的热力学和爆炸特性。此外，化合物 3 的固态结构通过单晶 X 射线分析确定，顺式和反式 [CH3N2O]- 阴离子的结构和 3 的结构使用 DFT

  DOI：

  10.1002/zaac.201100446
• 作为产物：
  描述：

  甲胺 生成 potassium methyl(nitroso)amide
  参考文献：
  名称：

  Mueller,E. et al., Chemische Berichte, 1960, vol. 93, p. 1541 - 1552

  摘要：

  DOI：

文献信息

• Formation of nitrosamines by alkylation of diazotates
  作者：Curt S. Cooper、Albert L. Peyton、Robert J. Weinkam

  DOI：10.1021/jo00170a052

  日期：1983.11
• Mutagenicity of isomeric alkanediazotates, precursors for ultimate alkylating species of carcinogenic N-nitroso compounds
  作者：Satoko Ukawa-Ishikawa、Atsuko Sawada、Keiko Kasuya、Masataka Mochizuki

  DOI：10.1016/s1383-5718(97)00180-0

  日期：1998.1

  Alkanediazohydroxides are common key intermediates in carcinogenesis and mutagenesis of N-nitroso compounds, which are widely found in human environment. Mutagenicity of (E)- and (Z)-potassium alkanediazotates, as precursors of corresponding alkanediazohydroxides were evaluated to investigate the effect of geometric isomerism and also the effect of alkyl groups on their biological activity. Mutagenicity of N-nitroso-N-alkylureas which spontaneously produce alkanediazohydroxides after non-enzymatic hydrolysis were also tested in comparison to that of the corresponding diazotates and other activated chemical species of N-nitrosamines. When the mutagenicity was assayed in three microbial strains, Salmonella typhimurium TA1535, and Escherichia coli WP2 and WP2 wrA, the order of mutagenic potency of the compounds with the same alkyl group was as follows; (E)-diazotates > (Z)-diazotates > nitrosoureas. The effect of alkyl groups on the mutagenic potency was different in Salmonella strain and in E. coli strains, and this result could be explained by the efficiency of O-6-alkylguanine-DNA alkyltransferase. In each bacterial strain, this effect of alkyl groups was similar in mutagenicity induced by (E)- and (Z)-diazotates, N-nitroso-N-alkylureas and other activated N-nitrosodialkylamines such as alpha-hydroxy nitrosamines. The geometrical isomerism affected the mutagenicity of (E)- and (Z)-potassium alkanediazotates, and the result suggested that alkanediazohydroxides react through diazonium ions in a cage rather than through free alkyldiazonium ions which have no geometrical isomerism. Our results confirmed that (E)-potassium alkanediazotates, (Z)-potassium alkanediazotates and N-nitroso-N-alkylureas all decomposed through diazohydroxides, and that alkanediazohydroxides are the active alkylating species of N-nitroso compounds, and also that the geometrical isomerism is important for carcinogenic N-nitroso compounds to show their biological activity. (C) 1998 Elsevier Science B.V.
• Mueller,E. et al., Chemische Berichte, 1963, vol. 96, p. 1712 - 1719
  作者：Mueller,E. et al.

  DOI：——

  日期：——
• Mueller,E. et al., Chemische Berichte, 1960, vol. 93, p. 1541 - 1552
  作者：Mueller,E. et al.

  DOI：——

  日期：——
• Synthesis, Characterization, and Energetic Properties of Nitroso Compounds
  作者：Carles Miró Sabaté、Henri Delalu

  DOI：10.1002/zaac.201100446

  日期：2012.2

  Sodium and potassium methyl(nitroso)amide (M[CH3N2O], M = Na (1), K (2)) were prepared by the reaction of monomethylhydrazine with iso-pentyl nitrite or n-butyl nitrite and a suitable metal ethoxide (M[CH3CH2O], M = Na, K) in an ethanol-ether mixture. The reaction of monomethylhydrazine with a small excess of iso-pentyl nitrite or n-butyl nitrite and in the absence of a metal ethoxide led to the formation

  甲基（亚硝基）酰胺钠和钾（M[CH3N2O]，M = Na（1），K（2））是通过单甲基肼与亚硝酸异戊酯或亚硝酸正丁酯以及合适的金属乙醇盐（M [CH3CH2O], M = Na, K) 在乙醇-醚混合物中。单甲基肼与少量过量的亚硝酸异戊酯或亚硝酸正丁酯在不存在金属乙醇盐的情况下反应生成 N-亚硝基-N-甲基肼 (CH3(NO)N-NH2, (3) ）。或者，使用HOSA的钠盐在乙醇溶液中通过1或2的胺化反应制备化合物3。使用元素分析、差示扫描量热法、质谱法、振动（红外和拉曼）和紫外光谱以及多核（1H、13C 和 15N）NMR 光谱对化合物 1-3 进行了表征。对于化合物 1-3，测量了一些感兴趣的物理和化学特性和灵敏度数据，还给出了化合物 3 的热力学和爆炸特性。此外，化合物 3 的固态结构通过单晶 X 射线分析确定，顺式和反式 [CH3N2O]- 阴离子的结构和 3 的结构使用 DFT