Question

14. Provide the major organic product of the reaction below. Lab Report Nucleophilie Substitution Reactions Section Date Name Part I. Sx/ and S2 reactivity of different halides 1. Rank the seven halides from the most reactive to the least reactive in their Snl reactions. 2. Rank the seven halides from the most reactive to the least reactive in their S2 reactions. 3. Write the complete chemical equations for the Sul and S2 reactions that took place. Use structural formulas for specific organic compounds, instead of using the general "R". S Reactie

Answer 1

Carbocation Seven hallde 1) tert-Butyl chloride Stic 2) 2-chlorobutane ته د 3) I-chlorobutane na 4) I-bromo butane - or 5) Bromo benzene or phenyl 6) 7 Benzyl chloride crotyl chloride @evaca Bengh a na Allyn al Reactivity Carbocation tendency order of for SN! Mechanism a stability of Also a leaving Group stability of carbocation a aus > > > ~ Resonance Resonance 52h of Phenyl of double bond to ~ 2011 444 Most stable stability of Carbocation - a a Resonance typer conjugation Carbocation on phenyl ring least stable. Hyper conjugation a no of an Also dar o por double bond character so difficult to break so least routive

order of reactivity for sna tas pheno-usus y Ph-Br Also Reactivity order s - Rf E R-G CRBY LR-I I due to leaving Group tendency 2 Reactivity for SN2 a las normas to Reactivity of SN2 a La ora less the steric hindrence on carlan centre leaving Group tendency eletron withdrawing Group a a jo >2 > 3 Ph Chl-ci > more e withdrawing group - Br n a due to leaving Group tendency Ph-Br is least reactive became attack at spac Nu due to steric attack not hindrence of possible ring Back slae attack of su2

3) Soul Run ta + nu' - twee na + Nu + NU - (due to carbocation rearrangement) P M sx +mu Y ( due to cashowtim rearrangement) @ LBY or + Nu - 2 No Rxn at normal condetin 10-cua-a + Nu + Nur a une da 7) — Sot, - very slow Rm) ta t na r t not nu > wat To 9 + NU au No Rearrane meat in SN2 4) Mor +M 5) To Br + Nu Nu No Rxn at normal condy 7 G + Nu Nu