Within food wastes, including edible and inedible parts, fat biomasses represent a significant portion, often uneconomically used or improperly disposed causing pollution issues. Interesting perspectives for their management and valorization could be opened by conversion of fatty acids (FAs), which are their main constituents, into α-hydroxy FAs (α-HFAs), fine chemicals of great, but largely untapped potential, possibly due to current poor availability. Here, a simple and efficient procedure is reported to α-chlorinate FAs with trichloroisocyanuric acid (TCCA), a green halogenating agent, under solvent-free conditions and to directly convert the resultant α-chloro FAs, without previous purification, into α-HFAs. The procedure was applied to stearic, palmitic, and myristic acid and, with analogous success, to their mixture, ad hoc created to simulate a FAs mixture obtainable from a fat biomass.

Synthesis of α-Hydroxy Fatty Acids from Fatty Acids by Intermediate α-Chlorination with TCCA under Solvent-Free Conditions: A Way to Valorization of Waste Fat Biomasses / V. Bertolini, M. Pallavicini, G. Tibhe, G. Roda, S. Arnoldi, L. Monguzzi, M. Zoccola, G. Di Nardo, G. Gilardi, C. Bolchi. - In: ACS OMEGA. - ISSN 2470-1343. - 2021:6(2021 Nov 30), pp. 47.31901-47.31906. [10.1021/acsomega.1c04640]

Synthesis of α-Hydroxy Fatty Acids from Fatty Acids by Intermediate α-Chlorination with TCCA under Solvent-Free Conditions: A Way to Valorization of Waste Fat Biomasses

V. Bertolini
Primo
;
M. Pallavicini
Secondo
;
G. Tibhe;G. Roda;S. Arnoldi;C. Bolchi
Ultimo
2021

Abstract

Within food wastes, including edible and inedible parts, fat biomasses represent a significant portion, often uneconomically used or improperly disposed causing pollution issues. Interesting perspectives for their management and valorization could be opened by conversion of fatty acids (FAs), which are their main constituents, into α-hydroxy FAs (α-HFAs), fine chemicals of great, but largely untapped potential, possibly due to current poor availability. Here, a simple and efficient procedure is reported to α-chlorinate FAs with trichloroisocyanuric acid (TCCA), a green halogenating agent, under solvent-free conditions and to directly convert the resultant α-chloro FAs, without previous purification, into α-HFAs. The procedure was applied to stearic, palmitic, and myristic acid and, with analogous success, to their mixture, ad hoc created to simulate a FAs mixture obtainable from a fat biomass.
Settore CHIM/06 - Chimica Organica
Settore CHIM/08 - Chimica Farmaceutica
CAR_EXT19MPALL_01 - Lanolina e idrossiacidi grassi di alto valore dalla lana di scarto mediante l’uso integrato di sostenibili procedure fisiche, chimiche e biocatalitiche - PALLAVICINI, MARCO - CAR_EXT - CARIPLO - EXTRABANDO E PROGETTI TERRITORIALI - 2019
18-nov-2021
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/886193
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