Iodocubane is a chemical compound in which one hydrogen atom in the cubane molecule is replaced by iodine.
Synthesis Iodocubane can be prepared from cubane-1,4-dicarboxylic acid via at least two routes.
The first route proceeds via esterification to the monomethyl ester, decarboxylative iodination to using phenyliodine(III) diacetate, followed by hydrolysis and Barton decarboxylation.
The second route proceeds via decarboxylative iodination to 1,4-diiodocubane, followed by monodeiodination via metal–halogen exchange with ethylmagnesium bromide, transmetallation with n-butyllithium, and acid hydrolysis.
Use Iodocubane is employed in the synthesis of other monosubstituted cubanes.
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