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Interaction of Aniline with Diazotising and Nitrating Agents in Concentrated Sulfuric Acid

Mikhail Victorovich Gorelik 1
Mikhail Victorovich Gorelik
, 
Vera Ivanovna Lomzakova 1
Vera Ivanovna Lomzakova
, 
Elena Azamatovna Khamidova 1
Elena Azamatovna Khamidova
, 
Vitalii Yakovlevich Shteiman 1
Vitalii Yakovlevich Shteiman
, 
Marianna Gennad'evna Kuznetsova 1
Marianna Gennad'evna Kuznetsova
10.1070/MC1995v005n02ABEH000459
Published 1995-04-30
Communication , Volume 5, Issue 2, 64-65
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Gorelik M. V. et al. Interaction of Aniline with Diazotising and Nitrating Agents in Concentrated Sulfuric Acid // Mendeleev Communications. 1995. Vol. 5. No. 2. pp. 64-65.
GOST all authors (up to 50) Copy
Gorelik M. V., Lomzakova V. I., Khamidova E. A., Shteiman V. Y., Kuznetsova M. G. Interaction of Aniline with Diazotising and Nitrating Agents in Concentrated Sulfuric Acid // Mendeleev Communications. 1995. Vol. 5. No. 2. pp. 64-65.
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TY - JOUR
DO - 10.1070/MC1995v005n02ABEH000459
UR - https://mendcomm.colab.ws/publications/10.1070/MC1995v005n02ABEH000459
TI - Interaction of Aniline with Diazotising and Nitrating Agents in Concentrated Sulfuric Acid
T2 - Mendeleev Communications
AU - Gorelik, Mikhail Victorovich
AU - Lomzakova, Vera Ivanovna
AU - Khamidova, Elena Azamatovna
AU - Shteiman, Vitalii Yakovlevich
AU - Kuznetsova, Marianna Gennad'evna
PY - 1995
DA - 1995/04/30
PB - Mendeleev Communications
SP - 64-65
IS - 2
VL - 5
ER -
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@article{1995_Gorelik,
author = {Mikhail Victorovich Gorelik and Vera Ivanovna Lomzakova and Elena Azamatovna Khamidova and Vitalii Yakovlevich Shteiman and Marianna Gennad'evna Kuznetsova},
title = {Interaction of Aniline with Diazotising and Nitrating Agents in Concentrated Sulfuric Acid},
journal = {Mendeleev Communications},
year = {1995},
volume = {5},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1070/MC1995v005n02ABEH000459},
number = {2},
pages = {64--65},
doi = {10.1070/MC1995v005n02ABEH000459}
}
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Gorelik, Mikhail Victorovich, et al. “Interaction of Aniline with Diazotising and Nitrating Agents in Concentrated Sulfuric Acid.” Mendeleev Communications, vol. 5, no. 2, Apr. 1995, pp. 64-65. https://mendcomm.colab.ws/publications/10.1070/MC1995v005n02ABEH000459.

Abstract

The interaction of aniline with nitrosonium hydrogensulfate then with nitric acid in concentrated sulfuric acid does not occur through diazotisation and subsequent nitration of the benzenediazonium ion, but instead involves nitrosonium ion catalysed nitration of anilinium ion in the para-position together with uncatalysed nitration in the meta- and para-positions followed by diazotisation on dilution with water.

References

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10.1070/MC1995v005n02ABEH000459_bib1
Lewis
The Chemistry of Diazonium and Diazo Groups, 1978
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I. Gubelmann, J. M. Tinker and L. Spiegler, US Patent 2186722, Cl. 260-141, 1940 (Chem. Abstr., 1940, 34, 3281).
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10.1070/MC1995v005n02ABEH000459_bib4
Saunders
Aromatic Diazo Compounds, 1985
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10.1070/MC1995v005n02ABEH000459_bib6
Chains
Proc. Chem. Soc., 1960
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10.1070/MC1995v005n02ABEH000459_bib7
Chains
J. Chem. Soc., 1962
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The nitration of the NN-dimethylanilinium ion. A new mechanism for catalysis by nitrous acid
Giffney J.C., Ridd J.H.
Journal of the Chemical Society Perkin Transactions 2, 1979
10.
Gorelik M.V., Lomzakova V.I., Khamidova E.A., Shteiman V.Y., Kuznetsova M.G., Andrievsky A.M.
Mendeleev Communications, 1995