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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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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
Photostability of the deprotonated forms of the UV filters homosalate and octyl salicylate: molecular dissociation versus electron detachment following UV excitation
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[3]. Milan Vraneš, Teona Teodora Borović, Jovana Panić, Marija Bešter-Rogač, Nenad Janković, Snežana Papović
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DOI Link: https://doi.org/10.5155/eurjchem.1.3.162-167.23
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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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