Bromination of 6-dibromomethyl-6-methylcyclohexyl-2,4-dien-1-one
Publication type: Journal Article
Publication date: 2013-10-01
scimago Q4
wos Q4
SJR: 0.179
CiteScore: 1.4
Impact factor: 0.8
ISSN: 10703632, 16083350
General Chemistry
Abstract
Bromination of 6-dibromomethyl-6-methylcyclohexyl-2,4-dien-1-one (I) with molecular bromine was studied at different ratios of reactants and varied reaction time. A number of tri-, tetra-, penta-, and hexabromo derivatives was obtained, which were characterized by 1H, 13C, IR, UV spectroscopy and elemental analysis. The molecular structure of (2R,3R,4S,5S,6R)-2-dibromomethyl-2-methyl-3,4,5,6-tetrabromocyclohexan-1-one (V) was revealed using XRD. It was shown that 2-bromo-6-dibromomethyl-6-methylcyclohexyl-2,4-dien-1-one (III) upon standing for six months at room temperature dimerized quantitatively via Diels-Alder reaction to form IX. Dimer IX was investigated by the methods of cyclic voltammetry (CVA) and rotating disk electrode (RDE) in a solution of DMF on glassy carbon electrode.
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Gavrilova G. V. et al. Bromination of 6-dibromomethyl-6-methylcyclohexyl-2,4-dien-1-one // Russian Journal of General Chemistry. 2013. Vol. 83. No. 10. pp. 1844-1852.
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Gavrilova G. V., Krutko D. P., Moiseeva A. A., Churakov A., Beloglazkina E. K. Bromination of 6-dibromomethyl-6-methylcyclohexyl-2,4-dien-1-one // Russian Journal of General Chemistry. 2013. Vol. 83. No. 10. pp. 1844-1852.
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TY - JOUR
DO - 10.1134/S1070363213100083
UR - http://link.springer.com/10.1134/S1070363213100083
TI - Bromination of 6-dibromomethyl-6-methylcyclohexyl-2,4-dien-1-one
T2 - Russian Journal of General Chemistry
AU - Gavrilova, G V
AU - Krutko, D P
AU - Moiseeva, A A
AU - Churakov, A.V.
AU - Beloglazkina, E K
PY - 2013
DA - 2013/10/01
PB - Pleiades Publishing
SP - 1844-1852
IS - 10
VL - 83
SN - 1070-3632
SN - 1608-3350
ER -
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@article{2013_Gavrilova,
author = {G V Gavrilova and D P Krutko and A A Moiseeva and A.V. Churakov and E K Beloglazkina},
title = {Bromination of 6-dibromomethyl-6-methylcyclohexyl-2,4-dien-1-one},
journal = {Russian Journal of General Chemistry},
year = {2013},
volume = {83},
publisher = {Pleiades Publishing},
month = {oct},
url = {http://link.springer.com/10.1134/S1070363213100083},
number = {10},
pages = {1844--1852},
doi = {10.1134/S1070363213100083}
}
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Gavrilova, G. V., et al. āBromination of 6-dibromomethyl-6-methylcyclohexyl-2,4-dien-1-one.ā Russian Journal of General Chemistry, vol. 83, no. 10, Oct. 2013, pp. 1844-1852. http://link.springer.com/10.1134/S1070363213100083.