2,4,6-trinitrotoluene-d5 | 120425-15-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,4,6-trinitrotoluene-d5
• 英文别名: 1,3-dideuterio-2,4,6-trinitro-5-(trideuteriomethyl)benzene
• CAS: 120425-15-2
• 化学式: C₇H₅N₃O₆
• 分子量: 232.094
• InChiKey: SPSSULHKWOKEEL-RHIBPKLGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  138
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,4,6-trinitrotoluene-d5 在 三正丁胺 、 水 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以75%的产率得到2,4,6-trinitro(3,5-D2)toluene
  参考文献：
  名称：

  Electron impact, chemical ionization and negative chemical ionization mass spectra, and mass-analysed ion kinetic energy spectrometry-collision-induced dissociation fragmentation pathways of some deuterated 2,4,6-trinitrotoluene (TNT) derivatives

  摘要：

  AbstractMass‐analysed ion kinetic energy spectrometry (MIKES) with collision‐induced dissociation (CID) has been used to study the fragmentation processes of a series of deuterated 2,4,6‐trinitrotoluene (TNT) and deuterated 2,4,6‐trinitrobenzylchloride (TNTCI) derivatives. Typical fragment ions observed in both groups were due to loss of OR′ (R′ = H or D) and NO. In TNT, additional fragment ibns are due to the loss of R2′O and 3NO2, whilst in TNTCI fragment ions are formed by the loss of OCI and R2′OCI. The TNTCI derivatives did not produce molecular ions.In chemical ionization (Cl) of both groups. MH+ ions were observed, with [M – OR′]+ fragments in TNT and [M – OCI]+ fragments in TNTCI. In negative chemical ionization (NCI) TNT derivatives produced M−′, [M–R′]−, [M–OR′]− and [M–NO]− ions, while TNTCI derivatives produced [M–R]−, [M–Cl]− and [M – NO2]− fragment ions without a molecular ion.

  DOI：

  10.1002/oms.1210261012
• 作为产物：
  描述：

  氘代甲苯 以81%的产率得到
  参考文献：
  名称：

  DAGLEY, IAN J., AUSTRAL. J. CHEM., 41,(1988) N 6, C. 855-861

  摘要：

  DOI：

文献信息

• Preparation of deuterium-labeled biotransformation products of 2,4,6-trinitrotoluene
  作者：Thomas Junk、Jason A. Carr

  DOI：10.1002/jlcr.3040

  日期：2013.6.15

  Methods for the preparation of deuterium-labeled analogs to six prominent biotransformation products of the explosive 2,4,6-trinitrotoluene were developed. These are useful as reference standards for stable isotope dilution techniques and for solid state 2H NMR spectroscopic studies. Although syntheses for most of the target compounds in protiated form had been reported in the past, most of those were found to be poorly suited for the preparation of the deuterated materials. Selective reduction of [2H5]trinitrotoluene furnished [2H5]-4,6-dinitro-2-hydroxylaminotoluene, [2H5]-2,6-dinitro-4-hydroxylaminotoluene, [2H5]-2-amino-4,6-dinitrotoluene, and [2H5]-4-amino-2,6-dinitrotoluene. The syntheses of [2H10]-2,2′-azo-4,4′,6,6′-tetranitrotoluene and [2H10]-4,4′-azo-2,2′,6,6′-tetranitrotoluene were accomplished by selective oxidation of [2H5]-2-amino-4,6-dinitrotoluene and [2H5]-4-amino-2,6-dinitrotoluene, respectively.

  本研究开发了制备 2,4,6-三硝基甲苯爆炸物的六种主要生物转化产物的氘标记类似物的方法。这些类似物可作为稳定同位素稀释技术和固态 2H NMR 光谱研究的参考标准。虽然大多数目标化合物的原态合成方法在过去都有报道，但其中大多数都不适合制备氚代材料。选择性还原[2H5]三硝基甲苯可得到[2H5]-4,6-二硝基-2-羟基氨基甲苯、[2H5]-2,6-二硝基-4-羟基氨基甲苯、[2H5]-2-氨基-4,6-二硝基甲苯和[2H5]-4-氨基-2,6-二硝基甲苯。合成了[2H10]-2,2′-偶氮-4,4′,6,6′-四硝基甲苯和[2H10]-4,4′-偶氮-2,2′,6、分别是通过选择性氧化 [2H5]-2 氨基-4,6-二硝基甲苯和 [2H5]-4 氨基-2,6-二硝基甲苯实现的。
• Dagley, Ian J., Australian Journal of Chemistry, 1988, vol. 41, # 6, p. 855 - 861
  作者：Dagley, Ian J.

  DOI：——

  日期：——