Chapter 8 : Carboxylic Acids Flashcards
what are carboxylic acids
contain carbonyl and hydroxyl group connected to the same carbon ; terminal functional group
what is the suffix of carboxylic acids
-oic acid ; -oate (salt) ; -dioic acids (two carboxylic acids)
what are the physical properties of carboxylic acids
1) polar + hydrogen bonds (high BP)
2) Acidic ; increased by resonance and electron withdrawing groups
what is nucleophilic acyl substitution
1) Nu attacks carbonyl carbon forming tetrahedral intermediate
2) LG is kicked off
what is formed in nucleophilic acyl substitution if nucleophile is ammonia or amine
amide is formed ; suffix –amide
cyclic amide = lactam
what is formed in nucleophilic acyl substitution if nucleophile is an alcohol
ester ; suffix -oate
cyclic esters = lactones
what is formed in nucleophilic acyl substitution if nucleophile is another carboxylic acid
anhydride ; suffix –anhydride
what CANNOT reduce a carboxylic acid
NaBH4 is not strong enough ; must be reduced by LiAlH4
what is soaponification
mixing long chain carboxylic acids with a strong base forms a salt = soap
what is soap
salt that contains hydrophilic carboxylic heads and hydrophobic alkyl chains
what are micelles
soaps organize in hydrophilic environments to form micelles which dissolves non-polar organic molecules in its interior and can be solvated with water due to it hydrophilic exterior