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Structure Elucidation of Menthol-Based Deep Eutectic Solvent using Experimental and Computational Techniques.

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  • 1Division of Quantum Chemistry, The Red-Green Research Center, BICCB, 16, Tejkunipara, Tejgaon, Dhaka 1215, Bangladesh.

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Summary
This summary is machine-generated.

This study confirms the formation of a menthol-based deep eutectic solvent (DES) using l-menthol and acetic acid. Chirality transfer from menthol to acetic acid was demonstrated using vibrational circular dichroism (VCD) spectroscopy.

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Area of Science:

  • Physical Chemistry
  • Supramolecular Chemistry
  • Materials Science

Background:

  • Deep eutectic solvents (DES) are tunable solvents with unique properties.
  • Understanding the nonbonding interactions and structural properties of DES is crucial for their application.
  • Menthol-based DES offer potential for chiral applications due to the inherent chirality of menthol.

Purpose of the Study:

  • To investigate the structural properties and nonbonding interactions of a menthol-based DES.
  • To confirm the formation of a 1:1 l-menthol/acetic acid DES.
  • To elucidate the mechanism of chirality transfer from l-menthol to acetic acid within the DES.

Main Methods:

  • Mass spectrometry to confirm DES formation.
  • Molecular dynamics simulations to identify favorable cluster conformers.
  • Density functional theory (DFT) for structural optimization and thermochemical property calculation.
  • Infrared (IR) and Vibrational Circular Dichroism (VCD) spectroscopy for structural and chiral analysis.
  • Principal Component Analysis (PCA) for data interpretation.

Main Results:

  • Confirmed the 1:1 formation of l-menthol/acetic acid DES.
  • Identified energetically favorable cluster conformers using molecular dynamics.
  • Experimental and computed IR spectra showed good agreement.
  • VCD spectroscopy provided evidence for chirality transfer from l-menthol to acetic acid.
  • Solvatochromism and computed HOMO-LUMO gaps supported the findings.

Conclusions:

  • The study successfully elucidated the nanostructure and nonbonding interactions of a menthol-based DES.
  • Strong hydrogen bonding drives the spontaneous formation of the DES.
  • Chirality transfer from l-menthol to achiral acetic acid was experimentally verified.
  • VCD spectroscopy is a valuable tool for studying chiral DES and complements IR spectroscopy.