Next Article in Journal
Kynurenic Acid and Its Analogs Are Beneficial Physiologic Attenuators in Bdelloid Rotifers
Next Article in Special Issue
Application of Natural Deep Eutectic Solvents in the Extraction of Quercetin from Vegetables
Previous Article in Journal
Peppermint Essential Oil-Doped Hydroxyapatite Nanoparticles with Antimicrobial Properties
Previous Article in Special Issue
Development of a Green Downstream Process for the Valorization of Porphyridium cruentum Biomass
Open AccessArticle

para-Menthane as a Stable Terpene Derived from Orange By-Products as a Novel Solvent for Green Extraction and Solubilization of Natural Substances

1
GREEN Extraction Team, Avignon University, INRA, UMR408, F-84000 Avignon, France
2
Naturex, 250 rue Pierre Bayle, BP81218, F-84911 Avignon CEDEX 9, France
*
Authors to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Molecules 2019, 24(11), 2170; https://doi.org/10.3390/molecules24112170
Received: 19 May 2019 / Revised: 6 June 2019 / Accepted: 8 June 2019 / Published: 9 June 2019
(This article belongs to the Special Issue Green Extraction, Separation and Purification Processes)
This study aims at investigating p-menthane, a novel bio-based solvent resulting from the hydrogenation of d-limonene, as a green alternative to n-hexane or toluene for the extraction and solubilization of natural substances. First, conductor-like combination of quantum chemistry (COSMO) coupled with statistical thermodynamics (RS) calculations show a comparable solubilization profile of p-menthane and n-hexane for carotene, volatile monoterpenes such as carvone and limonene, and model triglycerides. Other data obtained experimentally in solid/liquid extraction conditions further indicate that p-menthane showed similar performances to n-hexane for extracting carotenes from carrots, aromas from caraway seeds, and oils from rapeseeds, as these products showed a comparable composition. p-Menthane was also tested using common analytical extraction procedures such as Soxhlet for determination of oil content via multiple extraction stages, and Dean–Stark for determination of water content via azeotropic distillation. For both systems, yields were comparable, but for Dean–Stark, the distillation curve slope was higher when using p-menthane, and the time needed to attain 100% water recovery was 55% shorter than for toluene. Taken together, these results reveal the potential of p-menthane as a green replacer for petroleum-based solvents such as n-hexane or toluene. View Full-Text
Keywords: p-menthane; Citrus by-products; hydrogenation; green solvent; extraction; Soxhlet; Dean–Stark p-menthane; Citrus by-products; hydrogenation; green solvent; extraction; Soxhlet; Dean–Stark
Show Figures

Graphical abstract

MDPI and ACS Style

Madji, S.; Hilali, S.; Fabiano-Tixier, A.-S.; Tenon, M.; Bily, A.; Laguerre, M.; Chemat, F. para-Menthane as a Stable Terpene Derived from Orange By-Products as a Novel Solvent for Green Extraction and Solubilization of Natural Substances. Molecules 2019, 24, 2170.

Show more citation formats Show less citations formats
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Access Map by Country/Region

1
Back to TopTop