Thiourea was mixed with an aromatic concentrate of heavy catalytic cycle oil in an attempt to separate, as solid adducts, those molecules having preponderant adductable substituents. Adduction occurred readily; however, examination of the regenerated adductate showed that the postulated substituents had not been the primary cause of adduction. Instead the location of alkyl substituents upon fused nuclei was more important to adduction than was the size or shape of these substituents. The compounds adducted from the cycle oil were identified as alkylated naphthalenes, diphenyls, dibenzofurans, dibenzothiophenes, phenanthrenes, anthracenes, and fluorenes. Several ^-methylated naphthalenes and anthracenes were separated from the cycle oil adductate and identified. Compounds which adduct are characterized as kata-condensed molecules and include linearly-fused, ^-alkylated polynuclear aromatics and heterocyclics; and phenanthrenes alkylated at ring positions 1, 2, 7, and 8. Thiourea adduction may be utilized in the separation of complex natural and synthetic products.
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