Question

26 a) Describe whether or not the following molecule is aromatic. Explain based on the rules of aromaticity: b) When pyrrole undergoes an SeAr reaction with bromine, substitution takes place at the 2. position. Explain mechanistically why this occurs Relry ) Draw the products of the following reactions: LDA THE 2) CH CH CH Br NOCH.CH.CH 2) CH.CH,Br 3) NaOH, HCO 4)H,0', het b) Write a structural formula for the principal organic product() of each of the following reactions CH, NHỊ Naolt CH,CH OH H,SO OH SOCI pyridine 1.CH, Mghir) 2.10

Answer 1

participate @ in delocati satton NH Aromatic rules "The molewle is plannar V mo it is cyclic v Total delocalisation ✓ cconjugation) 4X2 tea and 2e on N (4n+2) Te = 10e are in ele localisation ne 4n+2 e ✓ .:. It is aromatic n=2 6 Br. By Ye Brz BY By + c it at C3 17 only two ski resonance Structures Br-Bot reforz BY Br -BY ' - at C2 ht 17 'It istee resonance structure more stable SE Ar accurs at C₂ C₂ on Pytrole Alkylation via enolate OLDA , THF, 78°C rrea Hong 2) CH3CH₂ CH₂ Br no DNO OCHS, CHolt od 3) асH,H20 Lolt ملائی۔ قام ملی وارده و گل 2) CH3 CH2_BY 4) H₂ot, heat b ) CH3 I CH3NH₂ NaOH acid chloride with amine in base gives amide H CH3CH2OH lon ii for H₂SO4 alcohol reacts + Olt with anhydride to give esterand acid carboxylic acid with sochlpy gives aud chloride soch pyridine olt 1.CH3M9B7(PS) HQ 5o Ebes 2. Hot Girignard reach on g with cyclic ester.