Pyrrolidone hydrotribromide: a brominating agent with selectivity for ketones
Тип публикации: Journal Article
Дата публикации: 1969-02-15
SCImago Q3
WOS Q4
БС3
SJR: 0.28
CiteScore: 2.1
Impact factor: 1
ISSN: 00084042, 14803291
General Chemistry
Catalysis
Organic Chemistry
Краткое описание
The relative reactivities of a ketone, an olefin, and an enol acetate towards bromination in tetrahydrofuran by "pyrrolidone–bromine complex", (pyrrolidone)3•HBr3 (PHT), are [Formula: see text] acetate. The conversion of benzalacetone to C6H5CH = CHCOCH2Br is given as an example. The selectivity of PHT is enhanced by dilution and is diminished upon addition of pyrrolidone to the reaction mixtures. The selectivity of phenyltrimethylammonium tribromide (PTAT) is not as great as that of PHT and is subject to acid catalysis.At a sufficiently low concentration in a nonpolar solvent, the enol of cyclohexanone reacts at least 1 000 000 times faster with molecular bromine than does cyclohexene. This observation suggests that the selectivity of perbromides may be due to their ability to furnish a low equilibrium concentration of bromine when dissolved in solvents of low polarity.
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MLA
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ГОСТ
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Awang D. V. C., Wolfe S. Pyrrolidone hydrotribromide: a brominating agent with selectivity for ketones // Canadian Journal of Chemistry. 1969. Vol. 47. No. 4. pp. 706-709.
ГОСТ со всеми авторами (до 50)
Скопировать
Awang D. V. C., Wolfe S. Pyrrolidone hydrotribromide: a brominating agent with selectivity for ketones // Canadian Journal of Chemistry. 1969. Vol. 47. No. 4. pp. 706-709.
Цитировать
RIS
Скопировать
TY - JOUR
DO - 10.1139/v69-113
UR - https://doi.org/10.1139/v69-113
TI - Pyrrolidone hydrotribromide: a brominating agent with selectivity for ketones
T2 - Canadian Journal of Chemistry
AU - Awang, D. V. C.
AU - Wolfe, Saul
PY - 1969
DA - 1969/02/15
PB - Canadian Science Publishing
SP - 706-709
IS - 4
VL - 47
SN - 0008-4042
SN - 1480-3291
ER -
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BibTex (до 50 авторов)
Скопировать
@article{1969_Awang,
author = {D. V. C. Awang and Saul Wolfe},
title = {Pyrrolidone hydrotribromide: a brominating agent with selectivity for ketones},
journal = {Canadian Journal of Chemistry},
year = {1969},
volume = {47},
publisher = {Canadian Science Publishing},
month = {feb},
url = {https://doi.org/10.1139/v69-113},
number = {4},
pages = {706--709},
doi = {10.1139/v69-113}
}
Цитировать
MLA
Скопировать
Awang, D. V. C., and Saul Wolfe. “Pyrrolidone hydrotribromide: a brominating agent with selectivity for ketones.” Canadian Journal of Chemistry, vol. 47, no. 4, Feb. 1969, pp. 706-709. https://doi.org/10.1139/v69-113.
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