if you mean pentanol or pentanone the solubility of pentan-1-ol will be the least because you have a very polar end and a very non-polar end. The one end would dissolve in water readily but the other would be hydrophobic. pentan-3-ol will be the most soluble because the non polar ends will be more polar than the non polar end of pentan-1-ol due to the close proximity of the alcohol group.