Nitration and High Energy Nitrogen Compounds.

reportActive / Technical Report | Accession Number: ADA095074 | Open PDF

Abstract:

Electrophilic nitration of aromatics with a wide variety of nitrating systems were carried out to elucidate the general mechanism of the reaction. The study with reactive nitrating agents clearly reinforce our earlier view that substrate and positional selectivity are determined in two separate steps. Studies on the nitration of naphthalene show that the suggested radical cation pair mechanism is not of general importance. The reversibility of electrophilic aromatic nitration was demonstrated using superacid catalysts. Transfer nitrations were carried out with various transfer nitrating agents including preparation of nitrite esters of polyols. Solid superacid catalized nitration of aromatics with various nitrating agents was developed. The ambident reactivity of nitronium ion was demonstrated in the reaction of sulfides, selenides and phosphines using 13C, 15N and 31P NMR spectroscopy. Author

Author(s):
Olah, George A.
Author Organization(s):
UNIVERSITY OF SOUTHERN CALIFORNIA LOS ANGELES
Descriptive Note:
Summary research rept. 15 Jul 77-14 Oct 80,
Pagination:
0009

Security Markings

DOCUMENT & CONTEXTUAL SUMMARY

Distribution:
Approved For Public Release

RECORD

Collection: TR
Identifying Numbers
Report Number(s):
ARO-15156.6-C
Contract/Grant Number(s):
DAAG29-77-G-0173, DAAG29-78-G-0106
Monitor Series:
15156.6-C
 Subject Terms
Communities of Interest:
Energy and Power Technologies
Descriptor(s):
*REACTION KINETICS, *HIGH ENERGY, *NITRATION, *NITROGEN COMPOUNDS, IONS, CATIONS, COMPLEX COMPOUNDS, NUCLEAR MAGNETIC RESONANCE, SUBSTRATES, CATALYSTS, AROMATIC COMPOUNDS, TRANSFER, PHOSPHINE, ESTERS, SULFIDES, SELENIDES, NITRATES, NAPHTHALENES, NITRITES
Field(s)/Group(s):
Organic Chemistry
Keyword(s):
Electrophilic reactions, Electrophilic nitration, Nitrolysis, Nucleophilic reactions, Nitronium ions, Ion pairs
Report Date:
1981 Jan 15