Question

9) Select the compound that is more water soluble and a state a reason why a. 3-pentanamine or N-ethyl-2-propanamine b. 2-heptanamine or 2-pentanamine c. pentana mide or N-methylbutanamide d. hexanamide or butanamide

Answer 1

Solubility of amines and amides folllows the order Primarv > secondary > tertiary a) 3- pentanamine or N-ethyl-2-propanamine NH2 N-ethyl-2-propanamine 3- pentanamine More soluble Reason : It can form more number of hydrogen bonds with water as 2 Hydrogens are attached to N b) 2-heptanamine or 2-pentanamine NH2 NH2 2-heptanamine 2-pentanamine More soluble Reason- because it is less hydrophobic than 2-heptanamine c) pentanamide or N-Methylbutanamide NH2 N-Methylbutanamide pentanamide More soluble Reason- because its a primary amide and forms greater hydrogen bonding than the other d) hexanamide or butanamide NH2 NH2 butanamide More soluble hexanamide Reason-because it is less hydrophobic than hexanamide