<a href="https://en.wikipedia.org/wiki/Skeletal_structure" class="extiw" title="en:Skeletal structure">Skeletal structures</a> for a sequence of <a href="https://en.wikipedia.org/wiki/bromination" class="extiw" title="en:bromination">bromination</a> and <a href="https://en.wikipedia.org/wiki/Elimination_reaction" class="extiw" title="en:Elimination reaction">elimination</a> reactions to convert <a href="https://en.wikipedia.org/wiki/2-cyclopentenone" class="extiw" title="en:2-cyclopentenone">2-cyclopentenone</a> to 2-bromo<a href="https://en.wikipedia.org/wiki/cyclopentadienone" class="extiw" title="en:cyclopentadienone">cyclopentadienone</a>:
<ol><li><a href="https://en.wikipedia.org/wiki/Allylic" class="extiw" title="en:Allylic">Allylic</a> bromination using <a href="https://en.wikipedia.org/wiki/N-Bromosuccinimide" class="extiw" title="en:N-Bromosuccinimide"><i>N</i>-bromosuccinimide</a>, with <a href="https://en.wikipedia.org/wiki/carbon_tetrachloride" class="extiw" title="en:carbon tetrachloride">carbon tetrachloride</a> as solvent</li>
<li>Bromination of the <a href="https://en.wikipedia.org/wiki/alkene" class="extiw" title="en:alkene">alkene</a> using <a href="https://en.wikipedia.org/wiki/bromine" class="extiw" title="en:bromine">bromine</a>, with a mixture of <a href="https://en.wikipedia.org/wiki/pentane" class="extiw" title="en:pentane">pentane</a> and <a href="https://en.wikipedia.org/wiki/dichloromethane" class="extiw" title="en:dichloromethane">dichloromethane</a> as solvent</li>
<li>Dehydrohalogenation using <a href="https://en.wikipedia.org/wiki/diethylamine" class="extiw" title="en:diethylamine">diethylamine</a> as the <a href="https://en.wikipedia.org/wiki/base_(chemistry)" class="extiw" title="en:base (chemistry)">base</a>, with <a href="https://en.wikipedia.org/wiki/diethyl_ether" class="extiw" title="en:diethyl ether">diethyl ether</a> as solvent</li></ol>
<a href="//commons.wikimedia.org/wiki/User:DMacks" title="User:DMacks">DMacks</a> (<a href="//commons.wikimedia.org/wiki/User_talk:DMacks" title="User talk:DMacks"><span class="signature-talk">talk</span></a>)
<span class="int-own-work" lang="en">Own work</span>