Question

1.Answer the following multiple choice

i. Ethanolysis of a p-methoxybenzyl tosylate occurs via which mechanism? a. Addition-elimination b. Electrophilic aromatic substitution c. SN2 d. SN1

ii. Justify your answer for question r? a. The ortho position is less hindered and activated by the -OMe group b. Leaving group departure is facilitated by the -OMe group and occurs during RDS c. Leaving group departure does not occur during RDS, but after it d. The ring is deactivated by the presence of the tosylate group

iii. From the Hammond postulate, the activation energy (Ea) _________ as overall process becomes less exothermic. a. Decreases b. Becomes “0” c. Increases d. Favors aromatic transition states

iv. Oxidation of p-xylene to terephthalic acid is achieved via which reagents? a. MnO2, then H+ b. Jones reagent c. PCC, CH2Cl2 d. KMNO4, -OH, D, then H+

Answer 1

1. D - SN^{​​​​​1} Reaction

2. B - Leaving group departure is facilitated by the -OMe group and occurs during RDS

3. C Activation energy is increased when reaction become less exothermic

4. D KMnO4 is a powerful oxiding agent