European Journal of Chemistry 2010, 1(3), 162-167 | doi: https://doi.org/10.5155/eurjchem.1.3.162-167.23 | Get rights and content

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On the Structure of Liquid Methyl Salicylate: the Role of Intramolecular Hydrogen Bonding


Santiago Aparicio (1,*) , Rafael Alcalde (2)

(1) Department of Chemistry, University of Burgos, 09001 Burgos, Spain
(2) Department of Chemistry, University of Burgos, 09001 Burgos, Spain
(*) Corresponding Author

Received: 31 Mar 2010 | Revised: 11 May 2010 | Accepted: 22 Jun 2010 | Published: 29 Sep 2010 | Issue Date: September 2010

Abstract


A study on the structure of methyl salicylate is reported using quantum mechanical calculations, molecular dynamics simulations, vibrational spectroscopy and microwave dielectric relaxation spectroscopy tools. The reported results show that a strong intramolecular hydrogen bonding is developed between the hydroxyl hydrogen and carbonyl oxygen. This intramolecular interaction is maintained in gas and liquid phases and even when diluted in inert solvents. Interaction between neighbour molecules is developed through dipolar interactions, and thus, intermolecular hydrogen bonding should be discarded for pure liquid methyl salicylate. The interaction between neighbour methyl salicylate molecules do not lead to remarkable changes in the intramolecular hydrogen bonding.

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Keywords


Salicylate; Hydrogen bonding; DFT-Molecular dynamics; Vibrational spectroscopy; Relaxation spectroscopy

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DOI: 10.5155/eurjchem.1.3.162-167.23

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[2]. Natalie G. K. Wong, Conor D. Rankine, Cate S. Anstöter, Caroline E. H. Dessent
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DOI: 10.1039/D2CP01612E
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Journal of Molecular Structure  1027, 175, 2012
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[6]. Jie Hou, Sisay Mebre Abie, Runar Strand-Amundsen, Yuri M. Galperin, Joakim Bergli, Christin Schuelke, Sina Hashemizadeh, Ørjan Grøttem Martinsen
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How to cite


Aparicio, S.; Alcalde, R. Eur. J. Chem. 2010, 1(3), 162-167. doi:10.5155/eurjchem.1.3.162-167.23
Aparicio, S.; Alcalde, R. On the Structure of Liquid Methyl Salicylate: the Role of Intramolecular Hydrogen Bonding. Eur. J. Chem. 2010, 1(3), 162-167. doi:10.5155/eurjchem.1.3.162-167.23
Aparicio, S., & Alcalde, R. (2010). On the Structure of Liquid Methyl Salicylate: the Role of Intramolecular Hydrogen Bonding. European Journal of Chemistry, 1(3), 162-167. doi:10.5155/eurjchem.1.3.162-167.23
Aparicio, Santiago, & Rafael Alcalde. "On the Structure of Liquid Methyl Salicylate: the Role of Intramolecular Hydrogen Bonding." European Journal of Chemistry [Online], 1.3 (2010): 162-167. Web. 30 May. 2023
Aparicio, Santiago, AND Alcalde, Rafael. "On the Structure of Liquid Methyl Salicylate: the Role of Intramolecular Hydrogen Bonding" European Journal of Chemistry [Online], Volume 1 Number 3 (29 September 2010)

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