Question

You can work in a small group with classmates to share your approach and problem solving. However, each student must submit their individual work. All explanations require several full sentences 1. Rank these carbonyl compounds from one to five (5 being the least electrophilic) in their ability to serve as electrophiles in a nucleophilic acyl addition. Then explain your ranking in several sentences المد الا 2. Rank these aromatic compounds from one to five (5 being the least nucleophilic) in their ability to serve as nucleophiles in an EAS reaction. Then fully explain your ranking in several sentences 3. For the compounds and ions below, state if the ring system is aromatic, anti-aromatic, or not aromatic:

Answer 1

T Page No sulphur being more electronegativ (1) then caubon will have both (4 CHR and (-1) effed on the ring when +R is the dominant one boutin electron density to the leng invest its nucleophilicity - Noz group has both tl and so effect that devrases electron density o l Кла e - The saturated lung will donate ľ density ley 41' and hy Renconjucation By – Presence of-c-quoup in con usatiou to the ring bees thet density of the mung. d e presence of two electron withdrawing group decreases lebron density on the - Muung Nucleo hils - which can easily donate their eluche density to electron deficient centre Orderol Talliwy: 1 > > > TV > 1 on Eectrophiles tendency which can accept electron denity as they are electron deficient.

а уу Among aldely des and ketones Adelydes are electrophilce as they have H on one side when a beton has two e alkyl groups which provide or alkhuys é density to the canboary carbon thereley decreasing its electrophiliaty. . Among (1) , (1) , I and I) (as) and (0) will be more electrophilic than (1) and (1) Anong (III) and to), (II) has an electron mirah aromatic ring present besides it whicho - decreases the electrophilicity of conbony ambon So, (I) Among (1) and (1) :5-membered ring have more strain in compauis on to 6-mented ring so when ketones meant to four a quaternally intermediate [563-hybridised cauboy, so it lasies for a r-membered ming to adopt that confortation, so 6-membend better electrophile In een te Presence of electron on oxygen dureases the positive change on the carbon and hence makes it les electrophilic than aldehyde and ketone Orden: V TISTI

33 for asystem to be aromatici Planan, cyclic and Hollow huckel's mull Canta] ne-a for a system to be anti-aromatic Planay, cyclic and Yollow Hna é for non-aromatic molecule: Not planay, cyclio - Aromatic (lone pair of nitrogen atom are not involved in conjuation. this election involved in delocalisation MIT - Aromatic & Non-aromatic - Aromatic y Aromatic A - Aromatic in Non- ananatic