Abstract
In this study, the behavior of the electronic spectrum of the indicator methyl orange in water–methanol, water–ethanol, water–n-propanol, water–iso-propanol and water–t-butanol mixtures was investigated. The spectroscopic parameters were calculated for the binary mixtures with changes in the mole fraction of water in the mixture. Interesting changes in the profile of the indicator methyl orange were observed in these mixtures, showing synergistic and preferential solvation effects. The aim of this study was to evaluate the physical–chemical properties of methyl orange in binary mixtures, considering the use of this compound as a perichromic indicator. Due to changes in the electronic spectrum in hydroalcoholic binary mixtures, methyl orange can act as a colorimetric sensor for the detection of short-chain alcohols in the presence of water.
Graphical abstract
Similar content being viewed by others
References
Taddei M, Mendes T, Farina C (2009) Eur J Phys 31:89
Tonigold K, Groß A (2012) J Comput Chem 33:695
Fan L, Ge A, Chen XD, Mercadé-Prieto R (2019) Food Hydrocolloids 89:100
Restrepo J, Glidewell C, Cubillán N, Alvarado Y, Dege N, Morales-Toyo M (2019) J Mol Struct 1177:363
Nguyen HTH, Huang SR, Liu Y, Liu Y, Korn JA, Tureček F (2019) Int J Mass Spectrom 435:259
Reichardt C, Welton T (2004) Solvents and solvent effects in organic chemistry. Wiley-VCH, Weinheim
Magalad VT, Gokavi GS, Raju KVSN, Aminabhavi TM (2010) J Membr Sci 354:150
Shan L, Liu J, Ambuchi JJ, Yu Y, Huang L, Feng Y (2017) Chem Eng J 323:455
Baird C, Cann M (2011) Química Ambiental. Bookman, Porto Alegre
Sahoo R, Jana R, Seth D (2019) J Mol Liq 275:84
Li W, Qi S, Wang N, Fei Z, Farajtabar A, Zhao H (2018) J Mol Liq 263:357
Papadakis R (2016) J Phys Chem B 120:9422
Roses M, Rafols C, Ortega J, Bosch E (1995) J Chem Soc. Perkin Trans 2:1607
Bosch E, Rived F, Roses M (1996) J Chem Soc. Perkin Trans 2:2177
Reichardt C (1994) Chem Rev 94:2319
Stock RI, Sandri C, Rezende MC, Machado VG (2018) J Mol Liq 264:327
Feng L, Musto CJ, Kemling JW, Lim SH, Zhong W, Suslick KS (2010) Anal Chem 82:9433
Janzen MC, Ponder JB, Bailey DP, Ingison CK, Suslick KS (2006) Anal Chem 78:3591
Dangui AZ, Santos VMS, Gomes BS, de Castilho TS, Nicolini KP, Nicolini J (2018) Spectrochim Acta, Part A 203:333
Roberts EL, Burguieres S, Warner IM (1998) Appl Spectrosc 52:1305
Muler SDS, Dangui AZ, dos Santos CMR, de Oliveira VC, Nicolini KP, Nicolini J (2020) J Mol Liq 300:112295
Zhang C, Suslick KS (2005) J Am Chem Soc 127:11548
https://www.ncbinlmnihgov/pccompound. Accessed 21 Nov 2018
Rosés M, Buhvestov U, Ràfols C, Rived F, Bosch E (1997) J Chem Soc. Perkin Trans 2:1341
Cavalli V, da Silva DC, Machado C, Machado VG, Soldi V (2006) J Fluoresc 16:77
Abarca P, Silva P, Almodovar I, Rezende MC (2014) Quim Nova 37:745
Reichardt C (2008) Pure Appl Chem 80:1415
Silverstein RM, Webster FX (1997) Spectrometric identification of organic compounds. John Wiley & Sons, New York
Hayes KL, Lasher EM, Choczynski JM, Crisci RR, Wong CY, Dragonette J, Deschner J, Cardenas AJP (2018) J Mol Struct 1161:194
Reichardt C (1979) Angew Chem lnt Ed 18:98
Cotton FA, Wilkinson G, Gaus PL (1995) Basic inorganic chemistry. John Wiley & Sons, New York
Kamlet MJ, Abboud JLM, Abraham MH, Taft R (1983) J Org Chem 48:2877
Schirmer RE (1982) Modern methods of pharmaceutical analysis. CRC Press
Fan J, Shen X, Wang J (1998) Anal Chim Acta 364:275
Reeves RL, Kaiser RS, Maggio MS, Sylvestre EA, Lawton WH (1973) Can J Chem 51:628
Karukstis KK, D’Angel ND, Loftus CT (1997) J Phys Chem B 101:1968
Mancini P, Adam C, Pérez AC, Vottero L (2000) J Phys Org Chem 13:221
Ali A, Ali M, Malik NA, Uzair S (2014) Spectrochim Acta Part A 121:363
Silva MAR, da Silva DC, Machado VG, Longhinotti E, Frescura VL (2002) J Phys Chem 106:8820
Rastrelli F, Saielli G, Bagno A, Wakisaka A (2004) J Phys Chem B 108:3479
Rauf MA, Hisaindee S (2013) J Mol Liq 1042:45
Acknowledgements
The authors are grateful to Instituto Federal do Paraná (IFPR), Fundação Araucária (FA: PIBIC-FA and PIBIS-FA) and Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq-Brazil).
Author information
Authors and Affiliations
Corresponding author
Additional information
Publisher's Note
Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.
Supplementary Information
Below is the link to the electronic supplementary material.
Rights and permissions
About this article
Cite this article
Sant’Ana, A.C., Dangui, A.Z., Reis, A.V. et al. Hydroalcoholic mixtures: the effect of the solvent on the electronic spectrum of the indicator methyl orange. Monatsh Chem 153, 61–67 (2022). https://doi.org/10.1007/s00706-021-02875-8
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s00706-021-02875-8