Catalytic Epoxidation of 3-Carene and Limonene with Aqueous Hydrogen Peroxide, and Selective Synthesis of α-Pinene Epoxide from Turpentine

Фоменко, В. В.; Laev, Sergey S.; Салахутдинов, Н. Ф.

doi:10.3390/catal11040436

Cited by 5 publications

(2 citation statements)

References 34 publications

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“…Several protocols for the direct conversion of untreated CST into valuable synthetic building blocks have been developed, which circumvents the costly separation of CST into terpene fractions via distillation. This includes the conversion of CST-contained monoterpenes into p-menthadienes, 31 which are valuable intermediates for the synthesis of p-cymene 32 and terephthalic acid, 33 as well as the direct epoxidation of monoterpenes in CST to yield terpene epoxides, 34,35 which may be transformed into a range of functionalised compounds via selective reaction protocols. 36…”

Section: Turpentine -Availability Processing Applicationsmentioning

confidence: 99%

“…Currently, all three terpene streams of interest are of similar economic value, as both pure and mixed desulphurised monoterpenes are widely used in lower value applications such as industrial solvents, 73,74 adhesive resins, 75 insecticides 76 and fragrance and flavouring agents. 77,78 Given that there is significant research into valorisation of both purified and mixed monoterpene streams for higher value applications, including their use as therapeutic agents 79,80 or as feedstock for fine chemicals production, 31,34,35,79 it is likely that the economic value of the different terpene product streams also remains comparable in magnitude in the future. Additionally, these research efforts suggest that various monoterpene sources may be able to substitute benzene and other petrochemical-derived feedstocks used in specialty chemicals production in the future.…”

Section: Comparative Lca Of β-Pinene and Benzene Feedstockmentioning

confidence: 99%

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Life cycle assessment of a process for paracetamol flow synthesis from bio-waste derived β-pinene

Hallamasek,

Ubbenjans,

Lapkin

2024

Preprint

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The synthesis of functional molecules from bio-waste feedstocks with retention of key structural molecular motifs is a potentially effective strategy to replace conventional fossil-based synthesis routes. In this work we are focusing on the synthesis of functional molecules from terpenes, a class of underutilised bio-waste molecules generated, for instance, as a by-product of Kraft paper pulping. Recent literature studies demonstrated a possible pathway for a continuous flow synthesis of paracetamol from β-pinene. While this process is currently not of commercial interest, the available literature synthesis demonstrates the technical feasibility of such chemical conversion as well as several new chemical transformations. However, the environmental efficiency of the proposed flow synthesis was not determined. Here, we perform a life cycle assessment to quantify the environmental impacts of a potential industrial-scale paracetamol manufacture from bio-waste β-pinene. For this purpose, scaled-up process models of continuous paracetamol manufacture were developed in Aspen Plus and a complete life cycle inventory was estimated. A GWP of 58 kg CO2-eq./kg product was predicted, and key impact contributing aspects of the designed process were identified through a hotspot analysis. A comparative feedstock analysis showed that β-pinene derived from Kraft pulping waste can be a cleaner feedstock than the benchmark feedstock benzene. The obtained LCA results represent highly conservative estimates, given the early design stage, and thus promise to surpass standard industry practises, once optimised. The results presented in this study can serve as a basis for comparison against conventional paracetamol production LCA datasets.

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