Interaction behavior and solvation effects of aliphatic amino acids (glycine and L-alanine) in synthesized cholinium butanoate ionic liquid

Ionic liquids are promising sustainable alternatives to conventional chemicals and solvents for green products and chemical and biochemical applications. In this investigation, a choline-based ionic liquid, cholinium butanoate ([Chl][But]), was synthesized and subsequently employed to determine the density (ρ) and ultrasonic velocity (u) of glycine and L-alanine in aqueous media. A series of thermophysical parameters were evaluated across varying amino acid and ([Chl][But]) concentrations at equidistant temperatures ranging from 288.15 to 318.15 K. The partial molar volume of transfer (∆Vϕ⁰) and the partial molar isentropic compressibility of transfer (∆Kϕ,s⁰) were calculated to elucidate the nature of solute–solvent interactions—whether hydrophobic–hydrophobic, hydrophilic–hydrophilic, or hydrophilic–hydrophobic—within the ternary system (amino acid + H₂O + [Chl][But]). Additionally, pair and triplet interaction coefficients were derived from ∆V ϕ⁰ and ∆K ϕ,s⁰ to gain further insight into molecular interactions. The structure-making or structure-breaking tendencies of the aliphatic amino acids in aqueous [Chl][But] solutions were analyzed using Hepler’s constant. Furthermore, the influence of alkyl chain length and temperature on parameters such as V ϕ , V ϕ⁰ , ∆V ϕ⁰ , and K ϕ,s was systematically examined. Complementary physicochemical quantities, including isentropic compressibility (β s ), relative association (RA), specific acoustic impedance (Z), relaxation strength (r), Wada’s constant (W), and Rao’s constant (R), were also computed. The limiting apparent molar volumes (Vφ⁰) obtained ranged from ~ 42 to 44 × 10⁻⁶ m³ mol⁻¹ for glycine and from ~ 58 to 64 × 10⁻⁶ m³ mol⁻¹ for L-alanine across the studied temperature and ([Chl][But]) concentration range, confirming systematically stronger solute–solvent interactions for L-alanine. Finally, FT-IR spectroscopy was employed to corroborate the interaction patterns and validate the observed experimental findings.

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Journal
BMC Chemistry
Published
2026-09-19
DOI
https://doi.org/10.1186/s13065-026-01916-9
Primary Topic
Ionic liquids properties and applications
Type
article
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Interaction behavior and solvation effects of aliphatic amino acids (glycine and L-alanine) in synthesized cholinium butanoate ionic liquid

Abhinay Thakur, A. Zarrouk, Yuli Panca Asmara, R J Gill et al.
BMC Chemistry
Ionic liquids properties and applications
article

Interaction behavior and solvation effects of aliphatic amino acids (glycine and L-alanine) in synthesized cholinium butanoate ionic liquid

Abhinay Thakur, A. Zarrouk, Yuli Panca Asmara, R J Gill, Harpreet Kaur, Ravinder Sharma, Ramesh C. Thakur
article en

Abstract

Ionic liquids are promising sustainable alternatives to conventional chemicals and solvents for green products and chemical and biochemical applications. In this investigation, a choline-based ionic liquid, cholinium butanoate ([Chl][But]), was synthesized and subsequently employed to determine the density (ρ) and ultrasonic velocity (u) of glycine and L-alanine in aqueous media. A series of thermophysical parameters were evaluated across varying amino acid and ([Chl][But]) concentrations at equidistant temperatures ranging from 288.15 to 318.15 K. The partial molar volume of transfer (∆Vϕ⁰) and the partial molar isentropic compressibility of transfer (∆Kϕ,s⁰) were calculated to elucidate the nature of solute–solvent interactions—whether hydrophobic–hydrophobic, hydrophilic–hydrophilic, or hydrophilic–hydrophobic—within the ternary system (amino acid + H₂O + [Chl][But]). Additionally, pair and triplet interaction coefficients were derived from ∆V ϕ⁰ and ∆K ϕ,s⁰ to gain further insight into molecular interactions. The structure-making or structure-breaking tendencies of the aliphatic amino acids in aqueous [Chl][But] solutions were analyzed using Hepler’s constant. Furthermore, the influence of alkyl chain length and temperature on parameters such as V ϕ , V ϕ⁰ , ∆V ϕ⁰ , and K ϕ,s was systematically examined. Complementary physicochemical quantities, including isentropic compressibility (β s ), relative association (RA), specific acoustic impedance (Z), relaxation strength (r), Wada’s constant (W), and Rao’s constant (R), were also computed. The limiting apparent molar volumes (Vφ⁰) obtained ranged from ~ 42 to 44 × 10⁻⁶ m³ mol⁻¹ for glycine and from ~ 58 to 64 × 10⁻⁶ m³ mol⁻¹ for L-alanine across the studied temperature and ([Chl][But]) concentration range, confirming systematically stronger solute–solvent interactions for L-alanine. Finally, FT-IR spectroscopy was employed to corroborate the interaction patterns and validate the observed experimental findings.

BMC Chemistry
Lovely Professional University (IN), Mohammed V University (MA), INTI International University (MY), National Institute of Technology Hamirpur (BD), Himachal Pradesh University (IN)
Openalex Percentile: Top 31%
Ionic liquids properties and applications
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