9octadecene

9-Octadecene is an unsaturated hydrocarbon with 18 carbon atoms and a carbon–carbon double bond between the ninth and tenth carbons. It is an internal alkene, and because the double bond is internal, the compound exists as geometric isomers around the double bond. In practice, 9-octadecene is typically encountered as a mixture of isomers.

Chemical formula and basic properties

The formula is C18H36. 9-Octadecene is a nonpolar, hydrophobic liquid at room temperature. It is largely immiscible with water and dissolves well in nonpolar organic solvents such as benzene, toluene, and chloroform. It has a relatively high boiling point compared with shorter alkenes and is commonly used as a high-boiling solvent and reagent in organic synthesis. Like other long-chain alkenes, it can undergo typical alkene reactions, including additions and functionalization at the double bond, under appropriate conditions.

Occurrence and production

9-Octadecene is not a prominent natural product; it is produced commercially through petrochemical processing or via the dehydrogenation or isomerization of longer-chain hydrocarbons. It can be supplied as a pure isomer or as a mixture of isomers, depending on the production method and intended application.

Applications

Its primary role is as a nonpolar, high-boiling solvent and reaction medium in organic synthesis and materials science. It is also used as a component in lubricant formulations and as a long-chain hydrocarbon modifier in certain polymer and nanomaterial contexts where a hydrophobic alkenyl group is desirable.

Safety

9-Octadecene is flammable and should be handled with care in a well-ventilated area, away from sources of ignition. It should be stored in tightly closed containers and protected from moisture and heat. Appropriate PPE, including gloves and eye protection, is recommended.

See also

1-Octadecene; long-chain alkenes; hydrocarbon solvents.