Polybromocyclopentadienes in the diene synthesis reaction. VI. The reactivity of hexabromo- and 5,5-dimethoxytetrabromo-1,3-cyclopentadienes in the diene synthesis reaction with bismaleimides

Journal Article · Sat Oct 10 04:00:00 EDT 1987 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:7199973

Mustafaev, A M; Guseinov, M M; Gasanova, K M; Gadzhieva, S T

The adducts from the diene condensation of hexabromo- and 5,5-dimethoxytetrabromo-1,3-cyclopentadienes with bismaleimides were obtained and characterized. The reactivity of hexabromo- and 5,5-dimethoxytetrabromo-1,3-cyclopentadienes in the diene synthesis reactions with bismaleimides and with the monoadducts 1,4,5,6,7,7-hexabromo- and 1,4,5,6-tetrabromo-7,7-dimethoxybicyclo-(2.2.1)-hept-5-ene-2,3-dicarboximides was studied. In these reactions hexabromo-1,3-cyclopentadiene acts as diene-acceptor, while 5,5-dimethoxytetrabromo-1,3-cyclopentadiene acts as diene-donor. It is suggested that the reactivity of the addends in the investigated reaction series depends not only on their donor-acceptor characteristics but also on the localization energy. The IR spectra of the adducts were recorded in Vaseline oil on a UR-20 spectrophotometer. The PMR spectra were measured on a Tesla BS-487B instrument at 80 MHz with DMFA-d/sub 7/ as solvent and TMS as internal standard.

• Research Organization: Institute of Organochlorine Synthesis, Sumgait (USSR)
• OSTI ID: 7199973
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 23:5; ISSN JOCYA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
640302 -- Atomic
Molecular & Chemical Physics-- Atomic & Molecular Properties & Theory
74 ATOMIC AND MOLECULAR PHYSICS
ACTIVATION ENERGY
ALKENES
AMIDES
ATOMIC MODELS
BINDING ENERGY
BROMINATED ALIPHATIC HYDROCARBONS
CHEMICAL REACTIONS
CHEMICAL SHIFT
CONFIGURATION INTERACTION
CYCLOALKENES
CYCLOPENTADIENE
DEHYDROCYCLIZATION
DEUTERIUM COMPOUNDS
DIENES
ELECTRONIC STRUCTURE
ELECTRONS
ELEMENTARY PARTICLES
ENERGY
FERMIONS
HALOGENATED ALIPHATIC HYDROCARBONS
HYDROCARBONS
HYDROGEN COMPOUNDS
IMIDES
INFRARED SPECTRA
LEPTONS
MATHEMATICAL MODELS
MECHANICS
NMR SPECTRA
ORGANIC BROMINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
POLYENES
QUANTUM MECHANICS
SPECTRA
SYNTHESIS
VALENCE