Search results for "nitramines"

showing 3 items of 3 documents

Acidity and basicity of primaryN-phenylnitramines: catalytic effect of protons on the nitramine rearrangement

2002

Para-substituted N-phenylnitramines were prepared either by oxidation of diazonium salts or by nitration under alkaline or acidic conditions. Isotopic [15N-NO2] labelling indicated that the bands characteristic of the N-nitro group appear in the 1318–1323 and 1585–1607 cm−1 regions. In the nitrogen NMR spectra, the nitramino group gives two resonances at −193 ± 3 (NH) and −32 ± 3 ppm (NO2). The chemical shifts in proton and carbon NMR spectra are predictable, based on increments and the additivity rule. The spectral data indicate the lack of conjugation between the nitramino group and another substituent bound to the ring. It seems to contradict the well-known fact that substituents strongl…

nitraminesReaction mechanismChemical shiftrearrangementOrganic ChemistryInorganic chemistrySubstituentProtonationNuclear magnetic resonance spectroscopyCarbon-13 NMRMedicinal chemistryNMR spectra databasechemistry.chemical_compoundNMR spectroscopychemistryNitrationamphiprotic compoundsreaction mechanismPhysical and Theoretical ChemistryJournal of Physical Organic Chemistry
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N,N-Dicyclohexylnitramine

2016

Molecules of the title compound, C12H22N2O2, are composed of an nitramine group substituted by two cyclohexane rings. The cyclohexane rings have chair conformations, with the exocyclic C—N bonds in axial orientations. In the crystal, C—H...O hydrogen bonds connect the molecules intoC(6) [-101] zigzag chains.

nitraminescrystal structureHydrogen bondChemistryStereochemistryGeneral MedicineCrystal structure010402 general chemistry010403 inorganic & nuclear chemistry01 natural sciences0104 chemical sciencesCrystalCrystallographyZigzagGroup (periodic table)hydrogen bondslcsh:QD901-999lcsh:CrystallographyIUCrData
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4-Fluoro-N-methyl-N-nitroaniline

2016

Molecules of the title compound, C7H7FN2O2, are composed of a nitramine group which is twisted with the respect to the aromatic ring, with an N—N—C—C torsion angle of −117.38 (12)°. In the molecule, the N—N bond length [1.3510 (15) Å] indicates some double-bond character, while the angle between the aromatic ring and the nitramine group rules out further delocalization in the molecule. In the crystal, C—H...F hydrogen bonds connect the molecules intoC11(6) chains along theaaxis. C—H...O hydrogen bonds form, which featureR22(12) loops and further connect these chains.

nitraminescrystal structureinter­molecular bondsHydrogen bondStereochemistryintermolecular bondsGeneral MedicineCrystal structureDihedral angle010402 general chemistry010403 inorganic & nuclear chemistryRing (chemistry)01 natural sciences0104 chemical sciencesBond lengthchemistry.chemical_compoundCrystallographyDelocalized electronAnilinechemistrylcsh:QD901-999Nitrolcsh:CrystallographyIUCrData / International Union of Crystallography
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