From α-carbamoyl-α-cyanooxiranes to 3-halogenopyruvamides
2000
The crystal structures of the first stable α-diol from the α-halogenopyruvamide series, 3-chloro-2,2-dihydroxy-3-phenylpropanamide, C9H10ClNO3, and three products [3-(4-chlorophenyl)-2-cyano-2,3-epoxypropanamide, C10H7ClN2O2, 3-bromo-2-cyano-2-hydroxy-3-p-tolylpropanamide, C11H11BrN2O2, 3-bromo-2-oxo-3-p-tolylpropanamide, C10H10BrNO2] obtained during the systematic synthesis of α-halogenopyruvamides are reported. The crystal structures are dominated by hydrogen bonds involving an amide group. The stability of the geminal diol could be ascribed to hydrogen bonds which involve both hydroxyl groups.
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