Computational Studies of the Reactive Properties of Some Aliphatic Diammonium Dinitrates

摘要

Bond orders, bond lengths, and charges have been calculated for twenty-two organodiamines and their mono- and diammonium nitrate salts. Protonation of amine sites weakens the carbon-nitrogen bond and the resulting positive charge is delocalized over all the protons. Methylation of the carbon chain causes the nearer of the amine nitrogens to become significantly more basic as is evidenced by its more negative electrostatic potential. Substitution of a flourine atom strengthens the adjacent carbon-carbon and carbon-nitrogen bonds. When an amine nitrogen is methylated, its bond to the terminal carbon of the chain is not weakened by protonation to as great an extent as in the absence of the methyl group. The bond from the protonation nitrogen to the methyl carbon is significantly stronger than the bonds from the protonation nitrogens to terminal carbons.