Theoretical Advances in Aromatic Nitration

Francisco Sánchez-Viesca; Reina Gómez; Martha Berros

doi:doi:10.11648/j.mc.20150301.12

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Theoretical Advances in Aromatic Nitration

Francisco Sánchez-Viesca, Reina Gómez, Martha Berros

Published in Modern Chemistry (Volume 3, Issue 1)

Received: 16 February 2015 Accepted: 4 March 2015 Published: 14 March 2015

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Abstract

In this paper we want to present together our theoretical findings on aromatic nitration, involving both homocyclic and heterocyclic compounds. Our theoretical proposals have been introduced in recent years via several research communications. These theories convey new concepts in Organic Chemistry, such as Electric Hindrance, Autogenic Electromeric Effect, the formation of Precursor Complexes, as well as, short- and long-distance electric interactions in the reactive intermediates. These concepts explain the regiochemistry and the reaction yields, clearing up some obscurities found in Organic Chemistry. Thus, these theoretical considerations are filling gaps in the theory of supposedly well known chemical reactions, improving and updating the Chemical Education.

Published in	Modern Chemistry (Volume 3, Issue 1)
DOI	10.11648/j.mc.20150301.12
Page(s)	9-13
Creative Commons	This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.
Copyright	Copyright © The Author(s), 2015. Published by Science Publishing Group

Keywords

Electric Hindrance, Noncovalent Interactions, Precursor Complexes, Reaction Mechanisms, Reactive Intermediates

References

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[2]	K. Bahadur, and W. D. Patwardhan, “Preparation of o-nitroacetanilide”, Curr. Sci., vol. 37(17), p.492, 1968.
[3]	F. Sánchez-Viesca, R. Gómez, and M. Berros, “Electric hindrance and precursor complexes in the regiochemistry of some nitrations”, J. Chem. Ed., vol. 88(7), pp. 944-946, 2011. DOI: dx.doi.org/10.1021/ed900030s
[4]	M. Haouas, S. Bernasconi, A. Kogelbauer, and R. Prins, “An NMR study of the nitration of toluene over zeolites by nitric acid/acetic anhydride”, Phys. Chem. Chem. Phys., vol. 3, pp.5067-5075, 2001.
[5]	Bond Polarization-Temporary Effects-Electromeric Effect (Online, access with the title). Tutors on Net, 2013.
[6]	J. W. Baker, Electronic Theories of Organic Chemistry, Oxford: Clarendon Press, 1958, pp. 56-58.
[7]	F. Sánchez-Viesca, and R. Gómez, “Electric hindrance and dipole moments in 2-aminopyridine nitration”, Am. J. Chem., vol. 5(1), pp. 19-22, 2015. DOI: 10.5923/j.chemistry.20150501.03
[8]	F. Sánchez-Viesca, and M. Berros, “Espectroscopía y teoría de la regioquímica en la nitración de las benzopiridinas”, TIP Rev. Esp. Cienc. Quim. Biol., vol. 9(1), pp. 19-29, 2006; oai:unam.redalyc.org:43290103
[9]	E. Tchitchibabin, “Nitration of 2-aminopyridine”, J. Russ. Phys. Chem. Soc., vol. 46(11), pp.1236-1244, 1914; in J. Chem. Soc., London, vol. 108-I, pp.591-592, 1915.
[10]	E. Tchitchibabine, “Nitration de l’α-aminopyridine”, J. Soc. Phys. Chim. Russ., vol. 46(11), pp.1236-1244, 1914; in Bull. Soc. Chim. Fr., series 4, vol. 18, pp. 623-625, 1915.
[11]	B. C. Uff, Pyridines and their benzo derivatives: reactivity of substituents, in A. R. Katritzky and C. W. Rees, eds., Comprehensive Heterocyclic Chemistry, Oxford: Pergamon, 1984, vol. 2, part 2A, p. 317.
[12]	T. L. Gilchrist, Heterocyclic Chemistry, 3rd. ed., Essex: Longman, 1997, p. 166.
[13]	E. P. Linton, “The dipole moments of amine oxides”, J. Am. Chem. Soc., vol. 62(8), pp. 1945-1948, 1940.
[14]	R. D. Brown, F. R. Burden, and W. Garland, “Microwave spectrum and dipole moment of pyridine N-oxide”, Chem. Phys. Lett., vol. 7(4), pp. 461-462, 1970.
[15]	E. Ochiai, “A new classification of tertiary amine oxides”, Proc. Imp. Acad. Tokyo, vol. 19, pp. 307-311, 1943; Chem. Abstr., vol. 41, col. 5880d, 1947.
[16]	E. Ochiai, E. Hayashi, and M. Katada, “Polarization of aromatic heterocyclic compounds. LVII. Nitration of pyridine 1-oxide”, Yakugaku Zasshi (J. Pharm. Soc. Japan), vol. 67, pp. 79-81, 1947; Chem. Abstr., vol. 45, col. 9538a, 1951.
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APA Style

Francisco Sánchez-Viesca, Reina Gómez, Martha Berros. (2015). Theoretical Advances in Aromatic Nitration. Modern Chemistry, 3(1), 9-13. https://doi.org/10.11648/j.mc.20150301.12

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ACS Style

Francisco Sánchez-Viesca; Reina Gómez; Martha Berros. Theoretical Advances in Aromatic Nitration. Mod. Chem. 2015, 3(1), 9-13. doi: 10.11648/j.mc.20150301.12

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AMA Style

Francisco Sánchez-Viesca, Reina Gómez, Martha Berros. Theoretical Advances in Aromatic Nitration. Mod Chem. 2015;3(1):9-13. doi: 10.11648/j.mc.20150301.12

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@article{10.11648/j.mc.20150301.12,
  author = {Francisco Sánchez-Viesca and Reina Gómez and Martha Berros},
  title = {Theoretical Advances in Aromatic Nitration},
  journal = {Modern Chemistry},
  volume = {3},
  number = {1},
  pages = {9-13},
  doi = {10.11648/j.mc.20150301.12},
  url = {https://doi.org/10.11648/j.mc.20150301.12},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.mc.20150301.12},
  abstract = {In this paper we want to present together our theoretical findings on aromatic nitration, involving both homocyclic and heterocyclic compounds. Our theoretical proposals have been introduced in recent years via several research communications. These theories convey new concepts in Organic Chemistry, such as Electric Hindrance, Autogenic Electromeric Effect, the formation of Precursor Complexes, as well as, short- and long-distance electric interactions in the reactive intermediates. These concepts explain the regiochemistry and the reaction yields, clearing up some obscurities found in Organic Chemistry. Thus, these theoretical considerations are filling gaps in the theory of supposedly well known chemical reactions, improving and updating the Chemical Education.},
 year = {2015}
}

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TY  - JOUR
T1  - Theoretical Advances in Aromatic Nitration
AU  - Francisco Sánchez-Viesca
AU  - Reina Gómez
AU  - Martha Berros
Y1  - 2015/03/14
PY  - 2015
N1  - https://doi.org/10.11648/j.mc.20150301.12
DO  - 10.11648/j.mc.20150301.12
T2  - Modern Chemistry
JF  - Modern Chemistry
JO  - Modern Chemistry
SP  - 9
EP  - 13
PB  - Science Publishing Group
SN  - 2329-180X
UR  - https://doi.org/10.11648/j.mc.20150301.12
AB  - In this paper we want to present together our theoretical findings on aromatic nitration, involving both homocyclic and heterocyclic compounds. Our theoretical proposals have been introduced in recent years via several research communications. These theories convey new concepts in Organic Chemistry, such as Electric Hindrance, Autogenic Electromeric Effect, the formation of Precursor Complexes, as well as, short- and long-distance electric interactions in the reactive intermediates. These concepts explain the regiochemistry and the reaction yields, clearing up some obscurities found in Organic Chemistry. Thus, these theoretical considerations are filling gaps in the theory of supposedly well known chemical reactions, improving and updating the Chemical Education.
VL  - 3
IS  - 1
ER  -

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Author Information

Francisco Sánchez-Viesca

Organic Chemistry Department, Faculty of Chemistry, National Autonomous University of Mexico, México, DF, México
Reina Gómez

Organic Chemistry Department, Faculty of Chemistry, National Autonomous University of Mexico, México, DF, México
Martha Berros

Organic Chemistry Department, Faculty of Chemistry, National Autonomous University of Mexico, México, DF, México

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APA Style

Francisco Sánchez-Viesca, Reina Gómez, Martha Berros. (2015). Theoretical Advances in Aromatic Nitration. Modern Chemistry, 3(1), 9-13. https://doi.org/10.11648/j.mc.20150301.12

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ACS Style

Francisco Sánchez-Viesca; Reina Gómez; Martha Berros. Theoretical Advances in Aromatic Nitration. Mod. Chem. 2015, 3(1), 9-13. doi: 10.11648/j.mc.20150301.12

Copy | Download

AMA Style

Francisco Sánchez-Viesca, Reina Gómez, Martha Berros. Theoretical Advances in Aromatic Nitration. Mod Chem. 2015;3(1):9-13. doi: 10.11648/j.mc.20150301.12

Copy | Download

@article{10.11648/j.mc.20150301.12,
  author = {Francisco Sánchez-Viesca and Reina Gómez and Martha Berros},
  title = {Theoretical Advances in Aromatic Nitration},
  journal = {Modern Chemistry},
  volume = {3},
  number = {1},
  pages = {9-13},
  doi = {10.11648/j.mc.20150301.12},
  url = {https://doi.org/10.11648/j.mc.20150301.12},
  eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.mc.20150301.12},
  abstract = {In this paper we want to present together our theoretical findings on aromatic nitration, involving both homocyclic and heterocyclic compounds. Our theoretical proposals have been introduced in recent years via several research communications. These theories convey new concepts in Organic Chemistry, such as Electric Hindrance, Autogenic Electromeric Effect, the formation of Precursor Complexes, as well as, short- and long-distance electric interactions in the reactive intermediates. These concepts explain the regiochemistry and the reaction yields, clearing up some obscurities found in Organic Chemistry. Thus, these theoretical considerations are filling gaps in the theory of supposedly well known chemical reactions, improving and updating the Chemical Education.},
 year = {2015}
}

Copy | Download

TY  - JOUR
T1  - Theoretical Advances in Aromatic Nitration
AU  - Francisco Sánchez-Viesca
AU  - Reina Gómez
AU  - Martha Berros
Y1  - 2015/03/14
PY  - 2015
N1  - https://doi.org/10.11648/j.mc.20150301.12
DO  - 10.11648/j.mc.20150301.12
T2  - Modern Chemistry
JF  - Modern Chemistry
JO  - Modern Chemistry
SP  - 9
EP  - 13
PB  - Science Publishing Group
SN  - 2329-180X
UR  - https://doi.org/10.11648/j.mc.20150301.12
AB  - In this paper we want to present together our theoretical findings on aromatic nitration, involving both homocyclic and heterocyclic compounds. Our theoretical proposals have been introduced in recent years via several research communications. These theories convey new concepts in Organic Chemistry, such as Electric Hindrance, Autogenic Electromeric Effect, the formation of Precursor Complexes, as well as, short- and long-distance electric interactions in the reactive intermediates. These concepts explain the regiochemistry and the reaction yields, clearing up some obscurities found in Organic Chemistry. Thus, these theoretical considerations are filling gaps in the theory of supposedly well known chemical reactions, improving and updating the Chemical Education.
VL  - 3
IS  - 1
ER  -

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