Chemistry help (1 Viewer)

[A.void.that.thinks]

Hey guys. So I understand that organic compounds (amides, carboxylic acids etc) can be ordered from lowest boiling point to highest but was wondering if anyone could provide a similar order for solubility because I’m struggling to find information online. (or at the very least does anyone know which compound has the greatest solubility?)

 

[A.void.that.thinks]

Bump!

 

[CM_Tutor]

Solubility will be higher when there are more interactions with water (through H bonding) and lower the more the molecule has regions that can only form dispersion forces (non-polar regions)

 

[A.void.that.thinks]

Thanks! So does that mean that amides would have the greatest solubility in water?

 

[CM_Tutor]

Typically, yes, primary amides are at least as soluble as the corresponding carboxylic acid. Secondary amides are less soluble (less H bonding) and tertiary amides are more akin to esters, having dipole-dipole interactions and H-bond acceptors but no H-bond donors.