Synthesis of 2,4,5,8-tetrabromotricyclo(4. 2. 2. 0/sup 1,5/)decane and determination of its structure by two-dimensional homonuclear and heteronuclear correlation /sup 1/H and /sup 13/C NMR spectroscopy and x-ray crystallographic analysis
It is known that the bromination of endotricyclo(5.2.1.0/sup 2,6/)decane (I) with bromine in the presence of aluminum bromide leads to the formation of 1,3,5- and 1,3,6-tribromoadamantanes and 1,2,3,5,6,7-hexabromonaphthalene. In view of the complexity of the isomerization of the endo-decane (I) to adamantane the authors studied the bromination of (I) with bromine in order to detect the intermediate products of this isomerization. 2,4,5,8-Tetrabromotricyclo(4.2.2.0/sup 1,5/)decane was synthesized by the bromination of endo-tricyclo(5.2.1.0/sup 2,6/)decane, and its structure was determined by two-dimensional homonuclear and heteronuclear correlation NMR spectroscopy with full assignment of the signals and was confirmed by x-ray crystallographic analysis.
- Research Organization:
- Institute of Organic Synthesis, Riga (USSR)
- OSTI ID:
- 5887605
- Journal Information:
- J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 24:3; ISSN JOCYA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
400201* -- Chemical & Physicochemical Properties
ADAMANTANE
ALKANES
ALUMINIUM BROMIDES
ALUMINIUM COMPOUNDS
BROMIDES
BROMINATED ALIPHATIC HYDROCARBONS
BROMINATION
BROMINE
BROMINE 79
BROMINE COMPOUNDS
BROMINE ISOTOPES
CARBON 13
CARBON ISOTOPES
CATALYTIC EFFECTS
CHEMICAL REACTIONS
CHEMICAL SHIFT
COHERENT SCATTERING
COUPLING
COUPLING CONSTANTS
CYCLOALKANES
DECANE
DIFFRACTION
ELEMENTS
EVEN-ODD NUCLEI
HALIDES
HALOGEN COMPOUNDS
HALOGENATED ALIPHATIC HYDROCARBONS
HALOGENATION
HALOGENS
HYDROCARBONS
HYDROGEN 1
HYDROGEN ISOTOPES
INTERMEDIATE COUPLING
INTERMEDIATE MASS NUCLEI
ISOMERIZATION
ISOTOPES
J-J COUPLING
LIGHT NUCLEI
MASS SPECTRA
MOLECULAR STRUCTURE
NMR SPECTRA
NONMETALS
NUCLEI
ODD-EVEN NUCLEI
ORGANIC BROMINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
RADIOISOTOPES
SCATTERING
SECONDS LIVING RADIOISOTOPES
SPECTRA
STABLE ISOTOPES
STRUCTURAL CHEMICAL ANALYSIS
SYNTHESIS
X-RAY DIFFRACTION