Synthesis of isomeric 1,3- and 1,4-bis[3(4)-nitrofuroxan-4(3)-yl] nitrobenzenes by nitration of the corresponding isomeric 1,3- and 1,4-bis[3(4)-nitrofuroxan-4(3)-yl]benzenes
Publication type: Journal Article
Publication date: 2011-02-01
scimago Q3
SJR: 0.305
CiteScore: 2.8
Impact factor: —
ISSN: 10665285, 15739171
General Chemistry
Abstract
Isomeric 1,3- and 1,4-bis[3(4)-nitrofuroxan-4(3)-yl]nitro(dinitro)benzenes were synthe-sized in high yields by nitration of the corresponding 1,3- and 1,4-bis[3(4)-nitrofuroxan-4(3)-yl]benzenes with a mixture of 100% nitric acid and concentrated sulfuric acid. The influence of 3- and 4-nitrofuroxanyl fragments on the regioselectivity of the nitration was revealed. The structure of 1,3-bis(4-nitrofuroxan-3-yl)-4-nitrobenzene was confirmed by X-ray diffraction analysis. 1,3- and 1,4-Bis(3-nitrofuroxan-4-yl)nitrobenzenes underwent thermal isomerization to more thermodynamically favorable 1,3- and 1,4-bis(4-nitrofuroxan-3-yl)nitrobenzenes.
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Finogenov A. O. et al. Synthesis of isomeric 1,3- and 1,4-bis[3(4)-nitrofuroxan-4(3)-yl] nitrobenzenes by nitration of the corresponding isomeric 1,3- and 1,4-bis[3(4)-nitrofuroxan-4(3)-yl]benzenes // Russian Chemical Bulletin. 2011. Vol. 60. No. 2. pp. 339-344.
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Finogenov A. O., Epishina M. A., Ovchinnikov I. V., Kulikov A., Ananev I. V., Makhova N. N. Synthesis of isomeric 1,3- and 1,4-bis[3(4)-nitrofuroxan-4(3)-yl] nitrobenzenes by nitration of the corresponding isomeric 1,3- and 1,4-bis[3(4)-nitrofuroxan-4(3)-yl]benzenes // Russian Chemical Bulletin. 2011. Vol. 60. No. 2. pp. 339-344.
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TY - JOUR
DO - 10.1007/s11172-011-0055-5
UR - https://doi.org/10.1007/s11172-011-0055-5
TI - Synthesis of isomeric 1,3- and 1,4-bis[3(4)-nitrofuroxan-4(3)-yl] nitrobenzenes by nitration of the corresponding isomeric 1,3- and 1,4-bis[3(4)-nitrofuroxan-4(3)-yl]benzenes
T2 - Russian Chemical Bulletin
AU - Finogenov, A O
AU - Epishina, M A
AU - Ovchinnikov, I V
AU - Kulikov, A.S
AU - Ananev, I V
AU - Makhova, N N
PY - 2011
DA - 2011/02/01
PB - Springer Nature
SP - 339-344
IS - 2
VL - 60
SN - 1066-5285
SN - 1573-9171
ER -
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@article{2011_Finogenov,
author = {A O Finogenov and M A Epishina and I V Ovchinnikov and A.S Kulikov and I V Ananev and N N Makhova},
title = {Synthesis of isomeric 1,3- and 1,4-bis[3(4)-nitrofuroxan-4(3)-yl] nitrobenzenes by nitration of the corresponding isomeric 1,3- and 1,4-bis[3(4)-nitrofuroxan-4(3)-yl]benzenes},
journal = {Russian Chemical Bulletin},
year = {2011},
volume = {60},
publisher = {Springer Nature},
month = {feb},
url = {https://doi.org/10.1007/s11172-011-0055-5},
number = {2},
pages = {339--344},
doi = {10.1007/s11172-011-0055-5}
}
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Finogenov, A. O., et al. “Synthesis of isomeric 1,3- and 1,4-bis[3(4)-nitrofuroxan-4(3)-yl] nitrobenzenes by nitration of the corresponding isomeric 1,3- and 1,4-bis[3(4)-nitrofuroxan-4(3)-yl]benzenes.” Russian Chemical Bulletin, vol. 60, no. 2, Feb. 2011, pp. 339-344. https://doi.org/10.1007/s11172-011-0055-5.