Esters and Esterification
Esters produced by combining carboxylic acid and alcohol (esterification) Large chain esters account for flavor and odor of fruits.
General formula: R–COOR' R - hydrocarbon chain from the acid R' - hydrocarbon chain from the alcohol.
alcohol carboxyl acid H C-C O O H O-C ester water
Esterification is a reversible reaction. De-esterification reaction esterification reaction H O H O-C C-C O + ester alcohol carboxyl acid H C-C O O H O-C
· First name alcohol: change "anol" to "yl" · Second name acid: change "ioc acid" to "oate" Naming Esters 2 – names: CH 3 COOCH 2 CH 2 CH 3 propyl ethanoate CH 3 -C O \ O-CH 2 CH 2 CH 3 // alcohol acid
CH 3 CH 2 CH 2 CO + OCH 3 butanoic acid methanol CH 3 CH 2 CH 2 COOCH 3 + H 2 O methyl butanoate water OHH
CH 3 CH 2 CH 2 CH 2 CH 2 COOCH 2 CH 2 CH 2 CH 3 butyl hexanoate
Write the esterification reaction for the reaction between pentanoic acid and 1-butanol.
Esters are polar molecules but have NO hydrogen bonding (unlike alcohols, carboxylic acids, water) Bp / mp are higher than aliphatics but lower than acids and alcohols. Esters are soluble in water.
Esterification carboxylic acid and an alcohol that produces an ester and water. General formula RCOOR' ( R acid, R' alcohol). Name is two words: the alkyl group from alcohol, then acid with replaced ending - oate. Polar but do not hydrogen bond. Lower melting points and boiling points than acids and alcohols. Soluble in water.
Hydroxide ions also catalyze the breakdown of esters. salt