2, 6, 11, 15-Tetramethylhexadecane (4), 2, 6, 10, 14, 19, 23, 27, 31-octamethyldotriacontane (6) and, 2, 7, 10, 15, 18, 23-hexamethyltetracosane (9) were synthesized by oxidative coupling and subsequent hydrogenolysis from, 3, 7-dimethyl-6-octen-1-yn-3-ol (1), 3, 7, 11, 15-tetramethyl-1-hexadecyn-3-ol (5), and 3, 6, 11-trimethyl-6, 11-dodecadien-1-yn-3-ol (7), respectively.
The freezing points of (4), squalane, (9), (6), and 2, 7, 10, 15, 18, 23-hexamethyl-10, 15-tetracosanediol (8), a synthetic intermediate of (9), were found to be -108-110, -92-96, -91-93, -84-86, and -29-30°C, respectively. The density and absolute viscosity of squalane, (9) and (8), were also measured over a wide range of temperature. The specific volume, cubical expansion coefficient, activation energy of fluidity, and dynamic viscosity were deduced from these values, and the relaxation processes of these compounds are discussed.
Other physical properties of squalane, (9) and (8) are listed in Table-3.