1. i) Write out the mechanism for the oxime formed from 2-butanone and hydroxylamine under acid catalyzed conditions.
ii) Would you expect the product obtained in (i) above to be chiral? Give reason.
iii) The acidity of 4 carboxylic acids of benzene increase in the following order; benzoic acid < p-chlorobenzoic acid < m-chlorobenzoic acid < o-chlorobenzoic acid. Thus the most acidic is o-chlorobenzoic acid. Justify this trend.
2. a. Draw the keto-enol tautomers for phenol and say which one is more stable and why.
b. You have benzene, isopropyl alcohol, AlCl3, conc. HCl, and KMnO4, devise a synthesis with these reagents for benzoic acid.