Question

Me Nal Me Naci DMF Me HCI Me он НІ DMF

Please show full mechanism with arrows and mechanism name used in each step. Show all product(s).

Answer 1

ме -Me NaI II Nau me . & Me Ha HI DMF OH The above two beactions carried in DMF (Polan apnotic solvent. en A formamide city DMF (bimethyl is bolan apnotic solvent ? Because of the change separation HAN H5 -CH3 It is polansolvent (change gode separation in DMF) sro 4 Hach i It does not have any Hydrogen cutrich is attached to electronegative atom like M,OIF. so it does not seterade solvated the nucleophile through hydrogen bonding, So, It is abrotic solvent! ovehall, Drif is polano aprootic solvent. And we know that In polar abpnotic solrent the sN? reaction is carried out. Snl heaction doesn't cabhied out in polah aphelic solvent becane some of them roften neact with the carbocation and formed unwanted product. The Nucleophilicity onder of tealide in DMF : As the DMF solvent could not solvated the Nucleophile so, as down the ghout the nucleophilicity cut obden of the tealide edecheone regulanly. The Nucleophilicity thoden of hered halide in F-> -> Bb) I-

Me me NAI Nach DMF Mechanism NaI DMF Nat I (dissolved in DMF) nato Mac DMF so, there are two nucleophile I and al competiting to give sN²-pathway product. Hene Nocleophile ae will cain in the roace of The reason are disscuned above, sor me bgte determining ces I b me step Me Et ----- ме "T LEA Nado inversion (29 on secondaby canbon to which leaving group attached) TS- Transition state Me -Me ER Cinvension occurs)

ме Me me. EXD мес, HU HI, PMF 19 HA Mechanism:- Stek me Tx=clon 012 GH (-OH group child content to better leaving group by conventing - The The photonation will takes place from Hi on han 7 The - OH group culte take proton froom the stronger acid HI (stronger the ha becane due to mene electronegativity ofled atom the bond will strongen in Han than in H-I) me Me 9. H CHZ SN? I invenziony