New and Revised Spectral Assignments of Nitrocelluloses: the ¹H and ¹³C N.M.R. Spectra of Cellulose 2,3,6-Trinitrate and Cellulose 3,6-Dinitrate

Abstract

Authoritative assignments have been made for the ¹³C and ¹H nuclear magnetic resonance spectra of both essentially pure cellulose 2,3,6-trinitrate (la) and cellulose 3,6-dinitrate (1b), by using correlation spectroscopy. This study clarifies previous conflicting assignments for (1a); the revised assignment is ( ppm ): C1, 98.1; C2, 77.5; C3, 78.6; C4, 75.3; C5/C6, 70.0 in (D₆) dimethyl sulfoxide . The same relative positions are retained in (D₆)acetone. The study has confirmed that the product of hydroxylamine-mediated denitration is cellulose 3,6-dinitrate. Attempts to evaluate α, β γshift factors, for the change in substitution from C-ON0₂ to C-OH, were largely unsuccessful.