|Chapter 19: Carboxylic Acids|
Remember curly arrows flow.... Start at the protonation of the carbonyl, break the O-H bond and form the p bond, break the C-C and make the C=C. Note the concerted nature of this reaction and the cyclic transition state.
Tautomerisation of the enol of the carboxylic acid leads to the acid product (not shown here).
© Dr. Ian Hunt, Department of Chemistry, University of Calgary