Synthesis of labeled acrylamide and N-methylolacrylamide (NMA): ¹⁵N-acrylamide, ¹³C-NMA, ¹⁵N-NMA, and ¹³C,¹⁵N-NMA

Labeled derivatives of N-methylolacrylamide (NMA) including ¹⁵N-NMA, ¹³C-NMA, and ¹³C,¹⁵N-NMA were synthesized and purified. A required chemical precursor, ¹⁵N-acrylamide, was also prepared. Reported methods for synthesizing unlabeled analogs are noted, and modifications to these methods for achieving the labeled materials are specified. Monomers were examined via ¹H, ¹³C, and ¹⁵N nuclear magnetic resonance (NMR) spectroscopy. Peak assignments and coupling constants are reported for each compound. To our knowledge, this is the first reported publication on the preparation and characterization of ¹³C-NMA, ¹⁵N-NMA, ¹³C, ¹⁵N-NMA, and ¹⁵N-acrylamide.