1,5-Cyclooctadiene

Chemical properties

colourless liquid

The Uses of 1,5-Cyclooctadiene

Cycloocta-1,5-diene is produced from petroleum distillation fractions and is used as an intermediate in the plastics industry, as a synthetic lubricant, and in numerous other applications.

Synthesis Reference(s)

Tetrahedron Letters, 24, p. 3913, 1983 DOI: 10.1016/S0040-4039(00)94312-0

Carcinogenicity

None of the components present in this material at concentrations of 0.1% are listed by IARC, NTP, or OSHA as a carcinogen.

Purification Methods

Purify it by GLC. It has been purified via the AgNO3 salt. This is prepared by shaking with a solution of 50% aqueous AgNO3 w/w several times (e.g. 3 x 50mLand4x50mL) at 70ofor ca 20minutes to get a good separation of layers. The upper layers are combined and further extracted with AgNO3 at 40o (2 x 20 mL). The upper layer (19 mL) of original hydrocarbon mixture gives colourless needles of the AgNO3 complex on cooling. The adduct is recrystallised from MeOH (and cooling to 0o). The hydrocarbon is recovered by steam distilling the salt. The distillate is extracted with Et2O, dried (MgSO4), filtered, evaporated and distilled. [Jones J Chem Soc 312 1954,[Beilstein 5 H 116, 5 IV 403.]