Pinane purum,mixture of isomers

• CAS: 473-55-2
• Catalog Number: ACM473552
• Category: Alkanes
• Molecular Weight: 138.25
• Molecular Formula: C₁₀H₁₈
• Hazard Statements: H318-H410
• RIDADR: UN1147 - class 3 - PG 3 - Decahydronaphthalene
• Symbol: GHS05

Case Study

Pinane as a Solvent Alternative to Hexane for the Extraction of Bioactive Compounds

Yara-Varón, Edinson, et al. Green Chemistry, 2016, 18(24), 6596-6608.

This study revealed the potential of cis-rich pinane (cis-trans ratio: 7/3) as a bio-based alternative solvent for natural product extraction.
Preparation of pinane samples
This bio-based solvent was prepared at multigram scale by a solvent free catalytic hydrogenation of α/β-pinenes and turpentine oil over Pd/C at room temperature and 400 Psi.
Evaluation of pinane solvents
· The likelihood of several bioactive compounds dissolving in this alternative solvent, as opposed to n-hexane, was assessed using COSMO-RS as a simulation tool.
· Results showed that the highest carotenoid yield (95.4% of the maximum carotenoid content in carrots) was achieved with cis-rich pinane, while n-hexane extracted only 78.1%. When it came to oil extraction from rapeseeds, both solvents produced comparable yields, and no differences were noted in the fatty acid profiles. In terms of aroma, the essential oil compositions extracted by both solvents were similar, with carvone (64%) as the predominant component, followed by limonene (34%). Neither solvent demonstrated selectivity for these two major compounds.
· Thus, the isomeric mixture of pinane presents a promising sustainable alternative to petroleum-based solvents for extracting natural products commonly used in the food, aroma, and pharmaceutical industries.

Study on the Pyrolysis Kinetics of Biomass Hydrocarbon Pinane

Wu, Panxi, et al. Fuel, 2022, 317, 123453.

Pinane is not only the basic raw material for the production of fragrance products such as linalool and lauryl alcohol, but also a downstream product of turpentine. In order to understand the performance of biomass hydrocarbon pinane as an endothermic hydrocarbon fuel, this work studied the pyrolysis kinetics and heat transfer performance of pinane under different conditions.
Methods: The kinetics of pinane pyrolysis were studied in a batch reactor within the temperature range of 553-603 K. A regenerative cooling test conducted on pinane at temperatures between 400 and 950 K yielded a heat sink of 2.43 MJ·kg-1 at 898 K
Experimental Results
· The apparent rate constants at various temperatures were determined, alongside the Arrhenius parameters, which included a pre-exponential factor of A = 5.7 × 10^10 s-1 and an apparent activation energy of Ea = 173 kJ·mol-1.
· Pinane exhibits greater thermal instability compared to other common model fuels. The regenerative cooling test highlighted pinane's capability to provide a higher heat sink at relatively lower temperatures.
· Detailed analyses of pyrolysis products revealed that, at lower temperatures, pinane predominantly undergoes direct ring-opening isomerization, resulting in significant amounts of C10 hydrocarbons. As the temperature elevates, these isomers are further cracked, leading to the formation of smaller hydrocarbons and a substantial increase in gas products.