1,3-二硝基-1,3-二氮杂环戊烷 | 5754-91-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 中文名称: 1,3-二硝基-1,3-二氮杂环戊烷
• 英文名称: 1,3-dinitro-1,3-diazacyclopentane
• 英文别名: 1,3-dinitro-imidazolidine；1,3-Dinitro-imidazolidin；1,3-dinitro-1,3-diaza-cyclopentane；1,3-Dinitro-1,3-dioxa-cyclopentan；1.3-Dinitro-1,3-diaza-cyclopentan；1,3-Dinitro-1,3-diazacyclopentan；Imidazolidine, 1,3-dinitro-；1,3-dinitroimidazolidine
• CAS: 5754-91-6
• 化学式: C₃H₆N₄O₄
• 分子量: 162.105
• InChiKey: MGUHTGHCUOCIGG-UHFFFAOYSA-N

物化性质

• 熔点：
  129.85°C
• 沸点：
  288.76°C (rough estimate)
• 密度：
  1.7570 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  98.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,3-二硝基-1,3-二氮杂环戊烷 以 neat (no solvent) 为溶剂， 生成 syn-trans-1,3-dinitrosoimidazolidine 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Mechanisms of Nitramine Thermolysis

  摘要：

  The thermal decomposition of a number of nitramines was studied in dilute solution and in the melt, The nitramines included acyclic mononitramines [dimethylnitramine (DMN), diethylnitramine (DEN), dipropylnitramine (DPN), and diisopropylnitramine (DIPN)], cyclic mononitramines [N-nitropiperidine (NPIP) and N-nitropyrrolidine (NPyr)], cyclic dinitramines [N-dinitropiperazine (pDNP), 1,3-dinitro-1,3-diazacyclopentane (DNI), and 1,3-dinitro-1,3-diazacyclohexane (mDNP)], and 1,3,5-trinitro-1,3,5-triazocyclohexane (RDX), octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine (HMX), hexanitrohexaazaisowurtzitane (HNIW), and 1,3,3-trinitroazetidine (TNAZ). For the acyclic and cyclic mono- and dinitramines, the corresponding nitrosamines were the only or major condensed-phase product. Kinetics and activation parameters were determined for the thermolysis of dilute solutions (0.01-1.0 wt %) over the range 200-300 degrees C. The thermolyses were found to be first-order with the rate constants unaffected by the use of deuterated solvent. As the nitramines became more complex than dimethylnitramine (DMN), the rate of decomposition increased and the product distribution became more complex. As the length of the aliphatic chain increased (DMN < DEN < DPN), the rate of thermolysis increased, yet nitrosamine remained the only observed condensed-phase product. When a secondary carbon was attached to the N-nitramine (DIPN) rather than the primary (DPN), the rate of decomposition increased and a new condensed-phase product was observed. Among the cyclic nitramines, the rate of decomposition increased as the number of NNO2 groups increased (NPIP < pDNP; NPyr < DNI; mDMP < RDX). The position of the nitramine groups affected the decomposition: meta NNO2 groups (mDNP) decomposed faster than para (pDNP). Ring strain decreased stability: mDNP < DNI; HMX < RDX. In complex nitramines, the increase in decomposition rate, the appearance of new products, and the change in the relative importance of nitrosamine and of N-2 and N2O are attributed to new decomposition routes available to them. However, since complex nitramines (e.g. RDX) maintain first-order kinetics and since most have activation energies in the range of 40-50 kcal/mol, it is believed that the triggering mechanism remains N-NO2 homolysis. Intramolecular hydrogen transfer is also considered an important mode of nitramine decomposition.

  DOI：

  10.1021/j100079a019
• 作为产物：
  描述：

  N-hydroxymethylethylenedinitroamine 在 硫酸 作用下， 生成 1,3-二硝基-1,3-二氮杂环戊烷
  参考文献：
  名称：

  Condensations of Primary Aliphatic Nitramines with Formaldehyde

  摘要：

  DOI：

  10.1021/ja01108a505

文献信息

• An alternate synthesis of cyclic 1,3-dinitramines
  作者：Rodney L. Willer、Ronald L. Atkins

  DOI：10.1021/jo00200a026

  日期：1984.12
• Nitrolysis of 1,3-6,8-Diendomethylene-1,3,6,8-tetrazacyclodecane
  作者：R. J. J. Simkins、George F Wright

  DOI：10.1021/ja01616a085

  日期：1955.6
• Nitration of acylated substituted methylenediamines
  作者：O. A. Luk'yanov、T. G. Mel'nikova、V. A. Tartakovskii

  DOI：10.1007/bf00963423

  日期：1981.10
• LUKYANOV, O. A.;MELNIKOVA, T. G.;TARTAKOVSKIJ, V. A., IZV. AN CCCP. CEP. XIM., 1981, N 10, 2335-2339
  作者：LUKYANOV, O. A.、MELNIKOVA, T. G.、TARTAKOVSKIJ, V. A.

  DOI：——

  日期：——
• WILLER, R. L.;ATKINS, R. L., J. ORG. CHEM., 1984, 49, N 26, 5147-5150
  作者：WILLER, R. L.、ATKINS, R. L.

  DOI：——

  日期：——

表征谱图