$CH_3CH_2CH_2CH_2CH_2OH\overset{CuO}{\rightarrow}CH_3CH_2CH_2CH_2CHO$$CH_3CH_2CH_2CH(OH)CH_3\overset{CuO}{\rightarrow}CH_3CH_2CH_2COCH_3$
$CH_3CH_2CH(OH)CH_2CH_3\overset{CuO}{\rightarrow} CH_3CH_2COCH_2CH_3$
$(CH_3)_2CHCH_2CH_2OH\overset{CuO}{\rightarrow}(CH_3)_2CHCH_2CHO$
$(CH_3)_2CHCH(OH)CH_3\overset{CuO}{\rightarrow}(CH_3)_2CHCOCH_3$
$CH_3CH_2CH(CH_3)CH_2OH\overset{CuO}{\rightarrow}CH_3CH_2CH(CH_3)CHO$
$(CH_3)_3CCH_2OH\overset{CuO}{\rightarrow}(CH_3)_3CCHO$