1-Chloro-5-iodopentane is a halogenated hydrocarbon. 1,10-dichlorododecane is formed as a major product from the reduction of 1-chloro-5-iodohexane with electrogenerated nickel(I) salen [salen = N,N′-bis(salicylidene)ethylenediamine]. Its IR spectra in liquid and solid states have been studied. It affords dimer radical cation on reaction with OH radicals. Synthesis of 1-chloro-5-iodopentane starting from 1,5-dichloropentane has been reported.