Extraction oil and hydrogenation oils derived from residues were characterized by HPLC and MS analyses. It is considered that extraction oil and residues from coal have low molecular weight component and different degree of polymeric component. Chemical structures between the extraction oil and hydrogenation oils derived from three different rank of coals were compared according to compound type distributions. The compound type distributions of both oils for each coal were almost similar. This means that chemical structures of extraction oil and hydrogenation oils derived from residues have no differnce and only the degrees of polymerization are different among extract oil and residues. Furthermore, in high rank coal, the compound type distributions of aromatics are more wide than those in low rank coal because of the increase of aromaticity with coal rank.