This convenient, effective and inexpensive liquid CO2-based extraction of a natural product (D-limonene) provides an engaging example of natural products extraction using an alternative solvent (liquefied CO2). Because the procedure can be carried out in a polypropylene centrifuge tube and uses crushed dry ice as its CO2 source, it provides an inexpensive alternative to the equipment-intensive extraction with supercritical CO2. A short video clip is available that illustrates the features of this convenient extraction.
The procedure offers a number of benefits. It provides opportunities to discuss phase behavior and to visualize a seldom-observed (liquid) phase of CO2. It is rapid and easy, leaving …show more content…
The finest grating surface on the block graters should not be used. The second finest works well but the resulting zest must be cut or broken into smaller pieces depending on the size. • All other plastic centrifuge tubes (other than Corning #430052) have proven to shatter. Tubes that rupture during the extraction process most often blow off their caps. However, occasionally (1 in four years) the tubes themselves can rupture. With the safety cannons described above the worst senario is that water is sprayed up to the ceiling of the lab. In one occasion a plastic graduated cylinder was used as a safety cannon, the tube ruptured and the graduated cylinder splintered into very sharp projectiles. • The dry ice must be a powder for this experiment to work properly, a hammer and an ice bucket aids this process. An empty centrifuge tube is the easiest way to transfer the powdered dry ice to the extraction vessel. Chunks of dry ice in the extraction vessel generally prevent liquifaction. Powder CO2 generated from a CO2 horn has not been sucessfully …show more content…
The spectrum is quite complex due to the conformation of the protons on the cyclohexene ring. (H (400 MHz; CDCl3) 5.40 (1 H, t), 4.70 (2 H, s), 2.08 (1 H, m), 2.05 (1 H, m), 1.97 (2 H, m), 1.89 (1 H, m), 1.79 (1 H, m), 1.73 (3 H, s), 1.65 (3 H s), 1.47 (1 H, m).8
IR – Infrared spectrum of neat product can be collected using NaCl plates and agrees with literature IR spectrum for