A biorenewable cyclobutane-containing building block synthesized from sorbic acid using photoenergy

Mabin, Micah; Elliott, Quintin; Wang, Zhihan; Ugrinov, Angel; Chu, Qianli

doi:10.1016/j.isci.2022.105020

iScience

2022

DOI: 10.1016/j.isci.2022.105020

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A biorenewable cyclobutane-containing building block synthesized from sorbic acid using photoenergy

Micah Mabin

Quintin Elliott

Zhihan Wang

et al.

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2024

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New Insights into the Structure, Thermal Properties, and Photostability of Industrially Relevant Salts of Sorbic Acid

Kalle,

Bezzubov,

Kuzmina

et al. 2024

Crystal Growth & Design

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Potassium, sodium, and calcium salts of sorbic acid (CH 3 −CH�CH−CH�CH−COOH) are widely used food preservatives. Despite the industrial relevance, their solid-state chemistry associated with photoreactivity and heat-induced transformations of double bonds remains misunderstood, mostly because of the lack of structural information. Herein, we report a comprehensive structural, thermal, and spectroscopic study of the above sorbates along with previously unknown normal and acid ammonium sorbates for comparison. Although all of the crystal structures exhibit a similar layered motif and carboxylate coordination, in potassium sorbate, there is an additional noncovalent interaction between K + and the C α �C β bond that bestows the salt with unique thermal properties. In turn, only the acid ammonium sorbate has a preorganization for [2 + 2] photocycloaddition, as reflected by its fast amorphization under soft UV irradiation, opposite to the other salts. The experimental results are discussed in the context of related metal carboxylates and the application and analysis of the studied salts in food industry.

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New Insights into the Structure, Thermal Properties, and Photostability of Industrially Relevant Salts of Sorbic Acid

Kalle,

Bezzubov,

Kuzmina

et al. 2024

Crystal Growth & Design

View full text Add to dashboard Cite

show abstract

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A biorenewable cyclobutane-containing building block synthesized from sorbic acid using photoenergy

Cited by 1 publication

References 51 publications

New Insights into the Structure, Thermal Properties, and Photostability of Industrially Relevant Salts of Sorbic Acid

New Insights into the Structure, Thermal Properties, and Photostability of Industrially Relevant Salts of Sorbic Acid

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