1029560-82-4

Basic information

• Product Name: C₆H₉N₄O⁽¹⁺⁾*C₉H₁₁O₃S^(1-)
• CAS NO: 1029560-82-4
• Molecular Weight: 352.414
• Mol File: 1029560-82-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: C₆H₉N₄O⁽¹⁺⁾*C₉H₁₁O₃S^(1-)(CAS DataBase Reference)
• NIST Chemistry Reference: C₆H₉N₄O⁽¹⁺⁾*C₉H₁₁O₃S^(1-)(1029560-82-4)
• EPA Substance Registry System: C₆H₉N₄O⁽¹⁺⁾*C₉H₁₁O₃S^(1-)(1029560-82-4)

Safety Data

• Hazardous Substances Data: 1029560-82-4(Hazardous Substances Data)

Upstream product

• 21352-21-6 2-(N-acetylamino)pyrazine 
• 36016-40-7 mesitylenesulfonylhydroxylamine 

Relevant articles and documents

Regioselectivity in the amination of azines: Reaction of pyrazine derivatives with O-mesitylenesulfonylhydroxylamine

Treatment of 2-X-substituted pyrazines [X = H, Me, Et, Pr, i-Pr, t-Bu, MeCH(OH), H2N, AcNH] with O-mesitylenesulfonylhydroxylamine gave the corresponding 2-X- and 3-X-(1-amino)pyrazin-1-ium mesitylenesulfonates. 2-Alkylpyrazines (X = Me, Et, Pr, i-Pr) displayed a correlation between the logarithms of the concentration ratio of 2- and 3-substituted cations and substituent steric constants. Wider series of substituted pyrazines [X = H, Me, Et, Pr, i-Pr, MeCH(OH), H2N, AcNH] conformed to a multiparameter correlation between the logarithms of the concentration ratio of 2- and 3-substituted cations, on the one hand, and substituent constants σI, σR?, and E s?, on the other. The obtained data on the regioselectivity of amination of pyrazines were interpreted in terms of DFT/PBE/3Z quantum-chemical calculations. Pleiades Publishing, Ltd., 2011.

Molecular and crystal structure of 1-amino-X-pyrazinium mesitylenesulfonates

X-Ray diffraction analysis was performed of 1-amino-X-pyrazinium mesitylenesulfonates (X=H, 2-NH2, 3-NHCOMe, 3-OMe, 3-Cl). In all events save 1,2-diaminopyrazinium cation the bond length of N-NH2 was shorter than that of N-N bond but considerably longer than the length of the double bond N=N. In the 1,2-diaminopyrazinium cation the bond distance C 2-NH2 was close to the length of a common double bond C=N indicating the iminium character of the cation. Quantum-chemical calculations [AM1, PM3, DFT/(PBE/3z), B3LYP/6-31G++(2d,p)] provided the geometry of cations similar to the experimental one. In the crystals under investigation motifs were observed of 0D, 1D, and 2D type mainly due to hydrogen bonds N-H???O and π-stacking interactions of the aromatic rings.