Question

6. (12 pts) Answer the following questions regardin a. What is the significance of the 'S', 'N he following questions regarding the SN2 reaction. ince of the 'S', 'N', and '2' in the name of the SN2 reaction? (2 pts) b. Give the rate law for the S2 reaction. (2 pts) based on the rate law, how would reducing reaction volume from 20 mL to 10 mL affect the rate of an SN2 reaction? (2 pts) (circle one) no effect twice as fast 4 times as fast half as fast as fast d. Predict the fastest and slowest reaction. (4 pts) (1) (CH3),CBr + CH3 CH3OH (CH3),COCH3 + Br® (ii) (CH3)2CHBr + CHE DMSO (CHJĄCHOCH3 + Bº (I) (CH, CHB + 6CH, CH4OH (CH, CHOCH, + Bº (IV) CH3CH2Br + CH3 DMSO, CH3CH2OCH3 + Brº e. Briefly describe the two factors that were most important in deciding which reaction in part d was the fastest. (2 pts)

Answer 1

Substitution Nucleophilic SN' SNR SH' S2 s N 2 Substitution Nucleophilic Bimolecular b) GRX + Nuo sods > No ......... TS UN-R rate lau se ce [Rx] [Nu] 4 = k [Rx]*[Nu] order of the gen=2 hence rate of sn² reaction depend, both the concentration of the substrate and the nucleophile [RX] -- Place [mx] - Movie initial vol= 20 ml fininal vol = 10 ml Then, ARTIN x 400 Lood . Awan 94=ke (ne) h = K ARE A 0 Ant rya ke me move - % -4%,] Ami 4 times as fast.

(cy.cor & ocuz storically hindered . backside attack is not fanourable Do not permit SN2 reaction Follous SN reachion. Cul CBq (m) ? Loca (CH3) Cocuz My Blue), curse + ő aty (DMSO (cuya chochz & Bor non 2 albyl beranide ME - SN² SN' The used - solvent is nonpolar is nature it follows sw2 mechanism. nonpolar polar solvent solvent Ans: Fast reachion iky (43), cu @xt ocus Couport > (cm) cu och t ex polar 20 alkyl Lunde favours Sn' but not sna Ani Islom en sn?

& ocuz OMSO C4 C4o cuz & Bi Cuzcha Bee in non Polar 1 alkyl halide backside attack a faurouable SNhaxn. > Fast s And Thus, Among 0,0 Fastest CD Cucu, Br to cuz Renan! [ Order of Sw?; 107 207 3:] Slowest (CuzcBr to cuz gyon : 3 alkyl halide do not fanoue SNP at all ? ey Two important factors ISNT 107 207 30 ay Steric crowding suli 3072°> 1° by Nature of solvent