Kinetics and mechanism of 1-phenyl-5-methyltetrazole nitration in HNO3–H2SO4 system
V A Ostrovskii
1
,
A S Enin
1
,
L N Boiko
1
,
R E Trifonov
1, 2
,
E. A. Popova
2
,
Yu N Pavlyukova
1
,
V.Yu. Dolmatov
3
1
3
Special Design–Technological Bureau “Technolog,”, St. Petersburg, Russia
|
Publication type: Journal Article
Publication date: 2016-11-01
scimago Q4
wos Q4
SJR: 0.190
CiteScore: 1.3
Impact factor: 0.9
ISSN: 10704280, 16083393
Organic Chemistry
Abstract
At nitration of 1-phenyl-5-methyltetrazole with nitric acid in aqueous solutions of sulfuric acid of 84–96% concentration a mixture forms of 1-(4-nitrophenyl)- and 1-(3-nitrophenyl)-5-methyltetrazoles in a ratio 60: 40. According to kinetic data, the tetrazole ring in the substrate is present in a protonated form. The protonation constants of 1-(4-carboxyphenyl)-5-methyltetrazole at the tetrazole ring and the carboxy group were determined. The Hammet’s electronic constant of the protonated tetrazole ring was calculated.
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Ostrovskii V. A. et al. Kinetics and mechanism of 1-phenyl-5-methyltetrazole nitration in HNO3–H2SO4 system // Russian Journal of Organic Chemistry. 2016. Vol. 52. No. 11. pp. 1674-1680.
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Ostrovskii V. A., Enin A. S., Boiko L. N., Trifonov R. E., Popova E. A., Pavlyukova Yu. N., Dolmatov V. Kinetics and mechanism of 1-phenyl-5-methyltetrazole nitration in HNO3–H2SO4 system // Russian Journal of Organic Chemistry. 2016. Vol. 52. No. 11. pp. 1674-1680.
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TY - JOUR
DO - 10.1134/s107042801611021x
UR - https://doi.org/10.1134/s107042801611021x
TI - Kinetics and mechanism of 1-phenyl-5-methyltetrazole nitration in HNO3–H2SO4 system
T2 - Russian Journal of Organic Chemistry
AU - Ostrovskii, V A
AU - Enin, A S
AU - Boiko, L N
AU - Trifonov, R E
AU - Popova, E. A.
AU - Pavlyukova, Yu N
AU - Dolmatov, V.Yu.
PY - 2016
DA - 2016/11/01
PB - Pleiades Publishing
SP - 1674-1680
IS - 11
VL - 52
SN - 1070-4280
SN - 1608-3393
ER -
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BibTex (up to 50 authors)
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@article{2016_Ostrovskii,
author = {V A Ostrovskii and A S Enin and L N Boiko and R E Trifonov and E. A. Popova and Yu N Pavlyukova and V.Yu. Dolmatov},
title = {Kinetics and mechanism of 1-phenyl-5-methyltetrazole nitration in HNO3–H2SO4 system},
journal = {Russian Journal of Organic Chemistry},
year = {2016},
volume = {52},
publisher = {Pleiades Publishing},
month = {nov},
url = {https://doi.org/10.1134/s107042801611021x},
number = {11},
pages = {1674--1680},
doi = {10.1134/s107042801611021x}
}
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MLA
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Ostrovskii, V. A., et al. “Kinetics and mechanism of 1-phenyl-5-methyltetrazole nitration in HNO3–H2SO4 system.” Russian Journal of Organic Chemistry, vol. 52, no. 11, Nov. 2016, pp. 1674-1680. https://doi.org/10.1134/s107042801611021x.