Saturday, 16 July 2016

organic chemistry - IUPAC nomenclature of alicyclic compound with an equal number of cyclic and acyclic carbons


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In this compound there are three cyclic and three acyclic carbons. Even the substituent comes on the 2nd position in both cases. So, should the main chain be the cyclic one, since there is a rule that cyclic has a priority over acyclic?




Answer



According to current IUPAC recommendations (2013), for the preferred IUPAC name, a ring has seniority over a chain. Therefore, the given structure is a propylcyclopropane. (However, the IUPAC recommendations allow that the context may favour the chain.)


The two prefixes of cyclopropane (chloro- and 2-bromopropyl-) are arranged alphabetically. Thus, the name is 1-(2-bromopropyl)-2-chlorocyclopropane.


1-(2-bromopropyl)-2-chlorocyclopropane


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