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Carbamylphosphonates and Related Compounds—Nuclear-Magnetic-Resonance and Infrared Spectra

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Proton magnetic resonance and infrared spectra were obtained for 44 carbamylphosphonates and related compounds, the common structural features being the grouping [Equation]

As with ordinary amides, slow rotation is observed around the carbonyl-to-nitrogen bond, but the chemical shift between nitrogen substituents is three to five times as great. Evidence is presented for long range coupling of phosphorus to protons in N-substituents. Correlations are observed between the carbonyl and phosphoryl stretching frequencies and substituents both on nitrogen and on phosphorus.

Document Type: Research Article

DOI: http://dx.doi.org/10.1366/000370267774385425

Affiliations: Savannah River Laboratory, E. I. du Pont de Nemours & Company, Aiken, South Carolina 29801

Publication date: January 1, 1967

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