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Synthesis of labeled acrylamide and N ‐methylolacrylamide (NMA): 15 N‐acrylamide, 13 C‐NMA, 15 N‐NMA, and 13 C, 15 N‐NMA
Author(s) -
Brown N. R.,
Frazier C. E.
Publication year - 2005
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.1015
Subject(s) - acrylamide , chemistry , carbon 13 nmr , monomer , carbon 13 , nuclear magnetic resonance spectroscopy , chemical shift , stereochemistry , organic chemistry , polymer , physics , quantum mechanics
Labeled derivatives of N ‐methylolacrylamide (NMA) including 15 N‐NMA, 13 C‐NMA, and 13 C, 15 N‐NMA were synthesized and purified. A required chemical precursor, 15 N‐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 1 H, 13 C, and 15 N 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 13 C‐NMA, 15 N‐NMA, 13 C, 15 N‐NMA, and 15 N‐acrylamide. Copyright © 2005 John Wiley & Sons, Ltd.