N(CH3)2 Na O3S N(CH3)2 Na OsS methyl orange, an acid-base indicator OMe O OMe o

Question

N(CH3)2 Na O3S N(CH3)2 Na OsS methyl orange, an acid-base indicator OMe O OMe o OMe KOt-Bu MeO MeO t-BuOH MeO CI CI Griseofulvin (a naturally occuring antibiotic) a - Electrophilic addition b = E2 Elimination cz SNI Nucleophilic substitution f= Carbonyl nucleophilic addn d SN2 Nucleophilic substitution g- Nucleophilic subs at carbonyl(acyl Xfer) e- Electrophilic aromatic substitution h - Conjugate (nucleophilic) addn Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a i for your answers

Explanation / Answer

1) e) Electrophilic aromatic substitution

Explanation: -N(CH3)2 is an electron donating group which donates electron density and directs the incoming electrophile to para position.

2) h) conjugate (nucleophilic) addition

Explanation: t-BuOK is a strong base which abstracts acidic proton and produces carbanion which on further reaction with alpha, beta-unsaturated carbonyl compounds gives conjugate addition.

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