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Dual reactivity of 1-chloro- and 1-bromo-3,5-dinitrobenzenes in aromatic nucleophilic substitution

Mikhail Dmitrievich Dutov 1
Mikhail Dmitrievich Dutov
, 
Svyatoslav Arkad'evich Shevelev 1
Svyatoslav Arkad'evich Shevelev
, 
Vladimir Nikolaevich Koshelev 2
Vladimir Nikolaevich Koshelev
, 
David Robertovich Aleksanyan 2
David Robertovich Aleksanyan
, 
Ol'ga Victorovna Serushkina 1
Ol'ga Victorovna Serushkina
, 
Olga D Neverova 1
Olga D Neverova
, 
Evgeniya Valeryevna Kolvina 2
Evgeniya Valeryevna Kolvina
, 
Egor S Bobrov 3
Egor S Bobrov
10.1016/j.mencom.2017.03.018
Published 2017-02-27
Communication , Volume 27, Issue 2, 160-162
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Dutov M. D. et al. Dual reactivity of 1-chloro- and 1-bromo-3,5-dinitrobenzenes in aromatic nucleophilic substitution // Mendeleev Communications. 2017. Vol. 27. No. 2. pp. 160-162.
GOST all authors (up to 50) Copy
Dutov M. D., Shevelev S. A., Koshelev V. N., Aleksanyan D. R., Serushkina O. V., Neverova O. D., Kolvina E. V., Bobrov E. S. Dual reactivity of 1-chloro- and 1-bromo-3,5-dinitrobenzenes in aromatic nucleophilic substitution // Mendeleev Communications. 2017. Vol. 27. No. 2. pp. 160-162.
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TY - JOUR
DO - 10.1016/j.mencom.2017.03.018
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2017.03.018
TI - Dual reactivity of 1-chloro- and 1-bromo-3,5-dinitrobenzenes in aromatic nucleophilic substitution
T2 - Mendeleev Communications
AU - Dutov, Mikhail Dmitrievich
AU - Shevelev, Svyatoslav Arkad'evich
AU - Koshelev, Vladimir Nikolaevich
AU - Aleksanyan, David Robertovich
AU - Serushkina, Ol'ga Victorovna
AU - Neverova, Olga D
AU - Kolvina, Evgeniya Valeryevna
AU - Bobrov, Egor S
PY - 2017
DA - 2017/02/27
PB - Mendeleev Communications
SP - 160-162
IS - 2
VL - 27
ER -
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@article{2017_Dutov,
author = {Mikhail Dmitrievich Dutov and Svyatoslav Arkad'evich Shevelev and Vladimir Nikolaevich Koshelev and David Robertovich Aleksanyan and Ol'ga Victorovna Serushkina and Olga D Neverova and Evgeniya Valeryevna Kolvina and Egor S Bobrov},
title = {Dual reactivity of 1-chloro- and 1-bromo-3,5-dinitrobenzenes in aromatic nucleophilic substitution},
journal = {Mendeleev Communications},
year = {2017},
volume = {27},
publisher = {Mendeleev Communications},
month = {Feb},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2017.03.018},
number = {2},
pages = {160--162},
doi = {10.1016/j.mencom.2017.03.018}
}
MLA
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Dutov, Mikhail Dmitrievich, et al. “Dual reactivity of 1-chloro- and 1-bromo-3,5-dinitrobenzenes in aromatic nucleophilic substitution.” Mendeleev Communications, vol. 27, no. 2, Feb. 2017, pp. 160-162. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2017.03.018.

Abstract

Aromatic nucleophilic substitution reactions in 1-halo-3,5-dinitrobenzenes (where the halogen is bromine or chlorine) can occur with replacement of either a nitro group or a halogen atom, depending on the nature of anionic nucleophile Nu– as a Lewis base (hard, soft or intermediate), as well as on the polarity of the dipolar aprotic solvent.

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