Question

4.help, this got me really confused. ORGANIC CHEMISTRY 353 UPPER LEVEL. THANKS

1. (4 pts) Arrange the following compounds in order of increasing acidity (4 = most acidic): HH Meo OME 2. (4 pts.) Arrange the following in order of increasing electrophilic aromatic substitution reactivity (4 = most reactive): Br OMe 3. (4 pts.) Briefly describe why alkenes undergo addition and aromatic compounds undergo substitution. 4. (5 pts. Provide an example of an EAS reaction creates an arene that is more reactive (be specific, include reagents, you do not need to show the mechanism)

Answer 1

0 7 Meo 1BY Ome B' Le actie FeBy3 BY Mo3 Yeactve FeBrs BY ory more eactie 3h orne Fe3 Lesg heactie BYK

1. Active Methylene Hydrogens are more acidic than non active Methylene Hydrogens.

1,3-diketone is more acidic than 1,3-diester than simple ester.

2. Electron donating groups (OMe, Br, alkyl group) increases the reactivity towards Electrophilic substitution while withdrawing group(NO2,CN and ketone) decreases the reactivity towards Electrophilic substitution.

3. Alkene behave like nucleophilie hence they undergo Electrophilic Addition reactions while Aromatic Compounds undergo Electrophilic substitution since to retain the aromatic character.. if they undergo addition reaction like Alkene they lost aromatic nature.