Anomalous high iodine value of squalene and the impact on iodine values of shark liver oils

Squalene has six ethylenic bonds, but the experimental iodine values in two different solvent systems—chloroform and cyclohexane/acetic acid—were 25% higher than the theoretical values. We propose that this results from an additional halogen adding at each of the two terminal ethylenic bonds carrying two methyl groups. In the solvent system of cyclohexane alone, the excess is only 3–4% greater than the theoretical. Mixtures of squalene in seal oil confirmed the additivity of the experimental squalene high iodine value and the seal oil fatty acid iodine value with reasonable accuracy but depended on the skill of the operator in obtaining the titration end point for cyclohexane/acetic acid. This observation has particular relevance for shark liver oils and olive oils.