Nonempirical investigations of the prototropic tautomerism of hydrazine and its derivatives

Journal Article · Sun Feb 28 23:00:00 EST 1982 · Dokl. Chem. (Engl. Transl.); (United States)

OSTI ID:6765090

Dolgunicheva, O Y; Bernshtein, V G; Vitkovskaya, N M; Lur'e, F S; Voronkov, M G

Depending on the method of production, hydrazine derivatives can exist both in the form of the actual hydrazines(I) and in the form of aminoimides(II). I=RR'NNR''X and II=RR'R''NNX, where R=Alk, Aryl; X=H,CHO,CN,NO/sub 2/,SO/sub 2/R etc. Compounds of aminoimides are entirely stable and are subject to rearrangement to the corresponding hydrazines only in cases when one of the substituents at the ammonium nitrogen atom of the noncyclic aminoimide represents benzyl, allyl, or propargyl. Rearrangements of hydrazines to aminoimides have not been observed experimentally. One of the possible ways of converting the structure of aminoimides to the structure of hydrazines is a rearrangement through a transition complex, III: RR'R''NNX(I)..-->..RR'N--R''--NX(III)..-->..RR'NNR''X(I). An experimental study of the possibility of such rearrangements is difficult in general. Therefore, a theoretical investigation of the kinetic and thermodynamic stability of aminoimides, feasible in principle only within the framework of the nonempirical MO LCAO SCF method, is of definite interest.

• Research Organization: Academy of Sciences of the USSR, Irkutsk
• OSTI ID: 6765090
• Journal Information: Dokl. Chem. (Engl. Transl.); (United States), Journal Name: Dokl. Chem. (Engl. Transl.); (United States) Vol. 260:1-3; ISSN DKCHA
• Country of Publication: United States
• Language: English

Related Subjects

090310* -- Inorganic Hydrogen Compound Fuels-- Properties-- (1976-1989)
10 SYNTHETIC FUELS
AMINES
CHEMICAL REACTIONS
DATA
DECOMPOSITION
DERIVATIZATION
ENERGY
EXPERIMENTAL DATA
HYDRAZINE
IMIDES
INFORMATION
ISOMERIZATION
KINETICS
MULTIPLETS
NITROGEN COMPOUNDS
NUMERICAL DATA
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
RADICALS
STABILITY
TRIPLETS