European Journal of Chemistry 2011, 2(3), 420-432 | doi: https://doi.org/10.5155/eurjchem.2.3.420-432.407 | Get rights and content

Issue cover





  Open Access OPEN ACCESS | Open Access PEER-REVIEWED | REVIEW ARTICLE | DOWNLOAD PDF | VIEW FULL-TEXT PDF | TOTAL VIEWS

Solvatochromism and potentiometic studies of some active nitroso- and nitroso-azo- compounds


Mamdouh Saad Masoud (1,*) , Ekram Abd El-Moniem Khalil (2) , Saeda Abou El-Thana Abou El Enein (3) , Hesham Mostafa Kamel (4)

(1) Chemistry Department, Faculty of Science, Alexandria University, Alexandria, 21547, Egypt
(2) Chemistry Department, Faculty of Science, Alexandria University, Alexandria, 21547, Egypt
(3) Chemistry Department, Faculty of Science, Minufiya University, Shebin El-Kom, 32511, Egypt
(4) Chemistry Department, Faculty of Science, Alexandria University, Alexandria, 21547, Egypt
(*) Corresponding Author

Received: 16 Feb 2011 | Revised: 06 Jun 2011 | Accepted: 16 Apr 2011 | Published: 30 Sep 2011 | Issue Date: September 2011

Abstract


The stability studies of biologically active 2,4-dinitrosoresorcinol, o-carboxy phenylazo-dinitrosoresorcinol, N,N`-bis-[4,4`-(1,3-diphenyltriazine)]-diacetamide, 2-amino-6-phenylazo-pyridin-3-ol, 2-amino-3-hydroxy-pyridin-6-ylazo)-benzoic acid, 4-(2-amino-3-hydroxy-pyridin-6-ylazo)-benzoic acid ethyl ester and N-[4-(2-amino-3-hydroxy-pyridin-6-ylazo)-phenyl]-acetamide compounds were studied. The dissociation constants were determined potentiometrically. The thermodynamic parameters of dissociation were evaluated. Regression analysis is applied for correlating the different parameters. The results help to assign the solute-solvent interactions and the solvatochromic potential of the investigated compounds. The electronic character of the substituent and the chemical nature of the solvent are major factors for the observed solvatochromism.

2_3_420_432_800


Announcements


Our editors have decided to support scientists to publish their manuscripts in European Journal of Chemistry without any financial constraints.

1- The article processing fee will not be charged from the articles containing the single-crystal structure characterization or a DFT study between September 15, 2023 and October 31, 2023 (Voucher code: FALL2023).

2. A 50% discount will be applied to the article processing fee for submissions made between September 15, 2023 and October 31, 2023 by authors who have at least one publication in the European Journal of Chemistry (Voucher code: AUTHOR-3-2023).

3. Young writers will not be charged for the article processing fee between September 15, 2023 and October 31, 2023 (Voucher code: YOUNG2023).

Editor-in-Chief
European Journal of Chemistry

Keywords


Nitroso; Pyridin-6-ylazo; Triazene; Effect of solvents; Potentiometry; Spectrophotometry

Full Text:

PDF
PDF    Open Access

DOI: 10.5155/eurjchem.2.3.420-432.407

Links for Article


| | | | | | |

| | | | | | |

| | | |

Related Articles




Article Metrics

icon graph This Abstract was viewed 1591 times | icon graph PDF Article downloaded 932 times


Citations

/


[1]. Sokaina Saad Hemdan
The Shift in the Behavior of Methylene Blue Toward the Sensitivity of Medium: Solvatochromism, Solvent Parameters, Regression Analysis and Investigation of Cosolvent on the Acidity Constants
Journal of Fluorescence  , , 2023
DOI: 10.1007/s10895-023-03234-y
/

[2]. Hassan Hasan Hammud, Mohammad Hasan El-Dakdouki, Nada Mohamd Sonji, Kamal Hani Bouhadir
Solvatochromic absorption and fluorescence studies of adenine, thymine and uracil thio-derived acyclonucleosides
European Journal of Chemistry  6(3), 325, 2015
DOI: 10.5155/eurjchem.6.3.325-336.1282
/

[3]. Mamdouh S. Masoud, Ahmed M. Ramadan, Amina A. Soayed, Sherif M. S. Ammar
Solvatochromic responses and pH effects on the electronic spectra of some azo derivatives of 1-amino-2-hydroxy-4-naphthalenesulfonic acid
Journal of the Iranian Chemical Society  13(5), 931, 2016
DOI: 10.1007/s13738-016-0809-y
/

[4]. Mamdouh S. Masoud, Ahmed M. Ramadan, Ghada M. El-Ashry
Thermal properties of some pyrimidine, purine, amino-acid and mixed ligand complexes
Thermochimica Acta  551, 164, 2013
DOI: 10.1016/j.tca.2012.10.007
/

[5]. Mamdouh S. Masoud, Hesham M. Kamel, Alaa E. Ali
Solvation and equilibrium studies of some compounds containing azo and nitroso chromophores
Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy  137, 1417, 2015
DOI: 10.1016/j.saa.2014.09.026
/

[6]. M. A. Korolyova, A. Yu. Vigorov, V. P. Krasnov
Theoretical study of the stereoselectivity in the reaction of 4-haloglutamic acid derivatives with arylamines
Russian Chemical Bulletin  71(6), 1135, 2022
DOI: 10.1007/s11172-022-3513-3
/

References


[1]. Arranz, M. P.; Lopez, G. R.; Gutierrez, V. M. D.; Godino, S. M. L.; Mareno, J. M. Inorg. Chim. Acta 2000, 304, 137-143.
http://dx.doi.org/10.1016/S0020-1693(00)00070-0

[2]. Melguizo, M.; Marchal, A.; Nogueras, M.; Sanchez, A.; Low, J. N. J. Heterocyclic Chem. 2002, 39, 97-103.
http://dx.doi.org/10.1002/jhet.5570390114

[3]. Lopez, G. R.; Arranz, M. P.; Godino, S. M. L.; Gutierrez, V. M. D.; Perez, C. A.; Cobo, D. J.; Moreno, J. M. Inorg. Chim. Acta 2000, 308, 59-64.
http://dx.doi.org/10.1016/S0020-1693(00)00206-1

[4]. Yun, J.; Choi, H. Talanta 2000, 52(5), 893-902.
http://dx.doi.org/10.1016/S0039-9140(00)00441-0

[5]. Ghaly, A. E.; Dave, D.; Budge, S.; Brooks, M. S. Am. J. App. Sci. 2010, 7, 859-877.
http://dx.doi.org/10.3844/ajassp.2010.859.877

[6]. Foreti, B.; Burger, N.; Hankonyi, V. Polyhedron 1995, 14, 605-609.
http://dx.doi.org/10.1016/0277-5387(94)00280-R

[7]. Totsuka, Y.; Nishigaki, R.; Enomoto, S.; TakamuraEnya, T.; Masumura, K.; Nohmi, T.; Kawahara, N.; Sugimura, T.; Wakabayashi, K. Chem. Res. Toxicology 2005, 18(10), 1553-1562.
http://dx.doi.org/10.1021/tx050144x
PMid:16533019

[8]. Coss, A.; Cantor, K. P.; Reif, J. S.; Lynch, C. F.; Ward, M. H. Am. J. Epidem. 2004, 159, 7, 693-701.
http://dx.doi.org/10.1093/aje/kwh081
PMid:15033647

[9]. Kandil, S. S.; El-Hefnawy, G. B.; Bakr E. A.; Abou El-Ezz, A. Z. Trans. Met. Chem. 2003, 28, 168-175.
http://dx.doi.org/10.1023/A:1022968604281

[10]. Dinda, J.; Pal, S.; Ghosh, B. K.; Sinha, C.; Cheng, J.; Liao, F. L.; Lu, T. H. J. Coord. Chem. 2002, 55, 1271-1281.
http://dx.doi.org/10.1080/0095897021000041185

[11]. Rauth, G. K.; Dinda, J.; Jasimuddin, S.; Sinha, C. Trans. Met. Chem. 2003, 28, 88-95.
http://dx.doi.org/10.1023/A:1022557630011

[12]. Byabartta, P.; Pal, S.; Misra, T. K.; Sinha, C.; Liao, F. L.; Panneerselvam, K.; Lu, T. H. J. Coord Chem. 2002, 55, 479-495.
http://dx.doi.org/10.1080/00958970290020793

[13]. Pramanik, K.; Shivakumar, M.; Ghosh, P.; Chakravorty, A. Inorg. Chem. 2000, 39, 195-199.
http://dx.doi.org/10.1021/ic9908322
PMid:11272525

[14]. Shivakumar, M.; Pramanik, K.; Bhattacharyya, I.; Chakravorty, A. Inorg. Chem. 2000, 39, 4332- 4338.
http://dx.doi.org/10.1021/ic000356b
PMid:11196929

[15]. Shivakumar, M.; Gangopadhyay, J.; Chakravorty, A. Polyhedron 2000, 20, 2089-2093.
http://dx.doi.org/10.1016/S0277-5387(01)00812-9

[16]. Hotze, A. C. G.; Broekhuisen, M. E. T.; Velders, A. H.; Vander Schilden, K.; Haasnoot, J. G.; Reedijk, J. Eur. J. Inorg. Chem. 2002, 2, 369-376.
http://dx.doi.org/10.1002/1099-0682(20022)2002:2<369::AID-EJIC369>3.0.CO;2-H

[17]. Saha, A.; Majumdar, P.; Peng, S. M.; Goswami, S. Eur. J. Inorg. Chem. 2000, 12, 2631â2639.

[18]. Masoud, M. S.; Abou El-Enein, S. A.; Obeid, N. A. Z. Fur Phys. Chem. 2001, 215, 7, 867-881.

[19]. Masoud, M. S.; Abou El-Enein, S. A.; Kamel, H. M. Ind. J. Chem. 2002, 41A, 297-303.

[20]. Masoud, M. S.; Mohamed, G. B.; Abdul Razek, Y. H.; Ali, A. E.; Khiry, F. N. Spectroscopy Lett. 2002, 35, 377-413.
http://dx.doi.org/10.1081/SL-120005674

[21]. Masoud, M. S.; Abou El-Enein, S. A.; Ayad, M.; Goher, A. S. Spectrochim. Acta A 2004, 60(1), 77- 87.
http://dx.doi.org/10.1016/S1386-1425(03)00226-9

[22]. Masoud, M. S.; Khalil, E. A.; Hafez, A. M.; El-Husseiny, A. F. Spectrochim. Acta A 2005, 61, 989 - 993.
http://dx.doi.org/10.1016/j.saa.2004.05.042
PMid:15683807

[23]. Masoud, M. S.; El-Husseiny, A. F.; Abd El-Ghany, M. M.; Hammud, H. H. Bull. Fac. Sci. Alex. Univ. 2006, 44(1,2), 41- 54.

[24]. Masoud, M. S.; Khalil, E. A.; Ramadan, A. M. J. Anal. & App. Pyrolysis 2007, 78(1), 14-23.
http://dx.doi.org/10.1016/j.jaap.2006.03.005

[25]. Masoud, M. S.; Khalil, E. A.; Ramadan, A. M.; Gohar, Y. M.; Sweyllam, A. Spectrochim. Acta 2007, 67A, 669- 677.
http://dx.doi.org/10.1016/j.saa.2006.07.047
PMid:17030149

[26]. Masoud, M. S.; Abou El-Enein, S. A.; Ramadan, A. M.; Goher, A. S. J. Anal. & App. Pyrolysis 2008, 81, 45-51.
http://dx.doi.org/10.1016/j.jaap.2007.08.002

[27]. Van V. L. G.; Hass, C. G. J. Am. Chem. Soc. 1953, 75, 451-455.
http://dx.doi.org/10.1021/ja01098a057

[28]. Reichardt, C. Chem. Rev. 1994, 94, 2319-2358.
http://dx.doi.org/10.1021/cr00032a005

[29]. Hilliard, L. J; Foulk, D. S.; Gold, H. S. Anal. Chim. Acta 1981, 133, 319-327.
http://dx.doi.org/10.1016/S0003-2670(01)83204-9

[30]. Masoud, M. S.; Hasanein, A. A.; Heiba, A. M. Spectrosc. Lett. 1984, 17, 441-453.
http://dx.doi.org/10.1080/00387018408062702

[31]. Masoud, M. S.; Khalil, E. A. Polish J. Chem. 1991, 65, 933-943.

[32]. Masoud, M. S.; Hasanein, A. A.; Ghonaim, A. K.; Khalil, E. A.; Mahmoud, A. A. Z. Fur. Phys. Chem. Bd. 1999, 209S, 223-238.

[33]. Masoud, M. S.; Ali, A. E.; Shaker, M. A.; Abdul Ghani, M. Spectrochim. Acta 2004, 60A, 3155-3159.
http://dx.doi.org/10.1016/j.saa.2004.02.030
PMid:15477158

[34]. Kirkwood, J. G. J. Chem. Phys. 1934, 2, 351-361.

[35]. David, J. G.; Hallam, H. E. Spectrochim. Acta 1967, 23 A, 593-603.

[36]. McRae, E. G. J. Phys. Chem. 1957, 61, 562-572.
http://dx.doi.org/10.1021/j150551a012

[37]. Fowler, F. W.; Katritzky, A. R.; Rutherford, R. J. D. J. Chem. Soc. (B) 1971, 460-469.
http://dx.doi.org/10.1039/j29710000460

[38]. Hantzsch, A. Ber. Dtsch. Chem. Ges. 1922, 55, 953-979.
http://dx.doi.org/10.1002/cber.19220550420

[39]. Franck, J. J. Trans. Faraday Soc. 1926, 21, 536-542.
http://dx.doi.org/10.1039/tf9262100536

[40]. Dearden, J. C.; Forbes, W. F. Can. J. Chem. 1960, 38(6), 896-910.
http://dx.doi.org/10.1139/v60-127

[41]. Masoud, M. S.; Ali, G. Y. J. Chin. Chem. Soc. (Taipei) 1981, 28, 103-106.

[42]. Masoud, M. S.; Hammad, H. H. Spectrochim. Acta 2001, 57 A, 977-984.

[43]. Masoud, M. S.; Ali, A. E.; Shaker, M. A.; Abdul Ghani, M. Spectrochim. Acta 2005, 61A, 3102-3107.
http://dx.doi.org/10.1016/j.saa.2004.10.043
PMid:16165059

[44]. Kim, J. J.; Funabiki, K.; Muramatsu, H.; Shibata, K.; Kim, S. H.; Shiozaki, H.; Hartmann, H.; Matsui, M. J. Chem. Soc. Perkin Trans. 2001, 2. 379-387.
http://dx.doi.org/10.1039/b006991o

[45]. Monahan, A. R.; De Luca, A. F.; Ward, A. T. J. Org. Chem. 1971, 36, 3838-3842.
http://dx.doi.org/10.1021/jo00823a619

[46]. Ramaekers, R.; Dehaen, W.; Adamowicz, L.; Maes, G. J. Phys. Chem. A 2003, 107, 1710-1719.
http://dx.doi.org/10.1021/jp012744k

[47]. Patrick, R. A.; Svehla, G. Anal. Chim. Acta 1977, 88, 363-370.
http://dx.doi.org/10.1016/S0003-2670(01)95911-2

[48]. Masoud, M. S.; Kaddah, A. M.; Khalil, A. M.; Tawfik, N. I. Indian J. Chem. 1979, 17A, 502-504.

[49]. Jahagirdar, D. V.; Khanolkar, D. D. J. Inorg. Nucl. Chem. 1973, 35, 921-930.
http://dx.doi.org/10.1016/0022-1902(73)80462-2

[50]. Charberk, S.; Martell, A. E. J. Am. Chem. Soc. 1952, 74, 5052-5056.
http://dx.doi.org/10.1021/ja01140a018

[51]. Khalil, E. A.; Masoud, M. S.; El-Marghany, A. M. Pak. J. Sci. Ind. Res. 1993, 36, 68-73.

[52]. Mui, K.; McBryde. W.; Neiboer, E. Can. J. Chem. 1974, 52, 1821-1833.
http://dx.doi.org/10.1139/v74-261

[53]. Kreshkov, A. P. Talanta 1970, 17, 1029-1044.
http://dx.doi.org/10.1016/0039-9140(70)80095-9

[54]. Coetzee, J. F.; Ritchie, C. D. Solute-Solvent Interactions. Marcel Dekker. New York, 1969, pp. 221.

[55]. Denison, J. T.; Ramsey, J. B. J. Am. Chem. Soc. 1955, 77, 2615-2621.
http://dx.doi.org/10.1021/ja01614a085

[56]. Yeh, S. J.; Jaffe, H. H. J. Am. Chem. Soc. 1959, 81, 3279-3283.
http://dx.doi.org/10.1021/ja01522a031

[57]. Martell, A. E.; Mutekaities, R. J. Determination and Use of Stability Constants, VCH, New York, 1992.


How to cite


Masoud, M.; Khalil, E.; El Enein, S.; Kamel, H. Eur. J. Chem. 2011, 2(3), 420-432. doi:10.5155/eurjchem.2.3.420-432.407
Masoud, M.; Khalil, E.; El Enein, S.; Kamel, H. Solvatochromism and potentiometic studies of some active nitroso- and nitroso-azo- compounds. Eur. J. Chem. 2011, 2(3), 420-432. doi:10.5155/eurjchem.2.3.420-432.407
Masoud, M., Khalil, E., El Enein, S., & Kamel, H. (2011). Solvatochromism and potentiometic studies of some active nitroso- and nitroso-azo- compounds. European Journal of Chemistry, 2(3), 420-432. doi:10.5155/eurjchem.2.3.420-432.407
Masoud, Mamdouh, Ekram Abd El-Moniem Khalil, Saeda Abou El-Thana Abou El Enein, & Hesham Mostafa Kamel. "Solvatochromism and potentiometic studies of some active nitroso- and nitroso-azo- compounds." European Journal of Chemistry [Online], 2.3 (2011): 420-432. Web. 30 Sep. 2023
Masoud, Mamdouh, Khalil, Ekram, El Enein, Saeda, AND Kamel, Hesham. "Solvatochromism and potentiometic studies of some active nitroso- and nitroso-azo- compounds" European Journal of Chemistry [Online], Volume 2 Number 3 (30 September 2011)

The other citation formats (EndNote | Reference Manager | ProCite | BibTeX | RefWorks) for this article can be found online at: How to cite item



DOI Link: https://doi.org/10.5155/eurjchem.2.3.420-432.407


CrossRef | Scilit | GrowKudos | Researchgate | Publons | ScienceGate | Scite | Lens | OUCI

WorldCat Paperbuzz | LibKey Citeas | Dimensions | Semanticscholar | Plumx | Kopernio | Zotero | Mendeley

ZoteroSave to Zotero MendeleySave to Mendeley



European Journal of Chemistry 2011, 2(3), 420-432 | doi: https://doi.org/10.5155/eurjchem.2.3.420-432.407 | Get rights and content

Refbacks

  • There are currently no refbacks.


Bookmark and Share


Copyright (c)




© Copyright 2010 - 2023 • Atlanta Publishing House LLC • All Right Reserved.

The opinions expressed in all articles published in European Journal of Chemistry are those of the specific author(s), and do not necessarily reflect the views of Atlanta Publishing House LLC, or European Journal of Chemistry, or any of its employees.

Copyright 2010-2023 Atlanta Publishing House LLC. All rights reserved. This site is owned and operated by Atlanta Publishing House LLC whose registered office is 2850 Smith Ridge Trce Peachtree Cor GA 30071-2636, USA. Registered in USA.