1,5-Hexadiene is the
organic compound
Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-co ...
with the formula (CH)(CH=CH). It is a colorless, volatile liquid. It is used as a
crosslinking agent and precursor to a variety of other compounds.
Synthesis
1,5-Hexadiene is produced commercially by the
ethenolysis
In organic chemistry, ethenolysis is a chemical process in which internal olefins are degraded using ethylene () as the reagent. The reaction is an example of olefin metathesis, cross metathesis. The utility of the reaction is driven by the low ...
of
1,5-cyclooctadiene
1,5-Cyclooctadiene (also known as cycloocta-1,5-diene) is a cyclic compound, cyclic hydrocarbon with the chemical formula , specifically .
There are three configurational isomers with this structure, that differ by the arrangement of the four C†...
:
:(CHCH=CHCH) + 2 CH=CH → 2 (CH)CH=CH
The catalyst is derived from
ReO on alumina.
A laboratory-scale preparation involves reductive coupling of
allyl chloride
Allyl chloride is the organic compound with the formula C H2=CHCH2 Cl. This colorless liquid is insoluble in water but soluble in common organic solvents. It is mainly converted to epichlorohydrin, used in the production of plastics. It is a c ...
using magnesium:
:
References
Alkadienes
Monomers
{{Hydrocarbons