1976
DOI: 10.1039/dt9760001175
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Kinetics and mechanism of the nitroamine–nitrous acid reaction

Abstract: Nitroamine and nitrous acid react in aqueous perchloric acid to give nitrate ion and nitrogen. The rate equation is Rate = (k4[NH2N02] f k5[NHN0,-]) [H+] [HN02] where k4 = 2.8 x and k5 = 1.6 x lo3 dms mol-, s-l at 0 "C. corresponding to attack of the nitrosating agent on the neutral and deprotonated nitroamine molecules. Mechanisms for these reactions are discussed, and the lack of reactivity of the neutral nitroamine molecule is considered.NITROAMINE, NH,NO,, is usually prepared by the action of its acid-and… Show more

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Cited by 10 publications
(5 citation statements)
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“…It should also be remarked that the length of the C--N bond opposite the phenolic group is 0.017 .~, shorter than the corresponding bond of the nitro group in the ortho position. Similar ring distortions have been found in other o-nitrophenolates and were interpreted as evidence of a partial quinonoid character of the ring (Bush & Truter, 1971) and secondorder hybridization at the C atoms with neighbouring substituents (Hughes, 1975).…”
Section: Commentsupporting
confidence: 71%
“…It should also be remarked that the length of the C--N bond opposite the phenolic group is 0.017 .~, shorter than the corresponding bond of the nitro group in the ortho position. Similar ring distortions have been found in other o-nitrophenolates and were interpreted as evidence of a partial quinonoid character of the ring (Bush & Truter, 1971) and secondorder hybridization at the C atoms with neighbouring substituents (Hughes, 1975).…”
Section: Commentsupporting
confidence: 71%
“…With the M + cations the stoichiometry may be 2(cations): l(molecule) or 1:1 (Poonia & Truter, 1973). Crystal structure analyses have been carried out on the di(potassium thiocyanate)-dibenzo-24-crown-8 complex (Mercer & Truter, 1973) and on the di(sodium o-nitrophenolate)-dibenzo-24-crown-8 complex (Hughes, 1975). Different conformations were found for the molecule in the two complexes.…”
Section: Introductionmentioning
confidence: 99%
“…Sodium ion has higher charge density than K + , consequently it is more stabilized by solvent and has lower tendency for complexation with L1. On the other hand, the poly(oxyethylene) compounds similar to crown ethers [14,20] form a complex, that the complexed cation is placed in the cavity. An important parameter that can be affected on the host-guest complexes is the size of host cavity and the diameter of the guest.…”
Section: Resultsmentioning
confidence: 99%