'''Hydrodimerization''' is an organic reaction that couples two alkenes to give a symmetrical hydrocarbon. The reaction is often implemented electrochemically; in that case the reaction is called '''electrodimerization'''. The reaction can also be induced with samarium diiodide, a one-electron reductant.
Hydrodimerization is the basis of the '''Monsanto adiponitrile synthesis''':<ref>{{cite journal|doi=10.1149/1.2426086|title=Electrolytic Reductive Coupling|journal=Journal of the Electrochemical Society|volume=111|issue=2|pages=215|year=1964|last1=Baizer|first1=Manuel M.}}</ref> :2{{nbsp}}CH<sub>2</sub>=CHCN + 2{{nbsp}}e<sup>−</sup> + 2{{nbsp}}H<sup>+</sup> → NCCH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CH<sub>2</sub>CN :460px|Adiponitrile Synthesis
The reaction applies to a number electrophilic alkenes (Michael acceptors).<ref>{{cite journal|title=Electrohydrodimerization of an Activated Alkene: Tetraethyl 1,2,3,4-Butanetetracarboxylate|first1=D. A. |last1=White |journal=Org. Synth.|year=1981|volume=60|page=58|doi=10.15227/orgsyn.060.0058}}</ref><ref>{{cite journal|title=Reductive dimerization of derivatives of α,β-unsaturated acids|last1=Knunyants|first1=I. L.|last2=Vyazankin|first2=N. S. |journal=Doklady Akademii Nauk SSSR|year=1957|volume=113|pages=112–15}}</ref>
==References== <references />
Category:Electrochemistry Category:Industrial processes Category:Organic chemistry Category:Chemical synthesis Category:Chemical processes Category:Dimers (chemistry)
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