Question

2. Which SN2 reaction in each set will take place faster? Give the product for each reaction and give a short explanation of why one takes place faster. a + HO Br + HO b) CH,Br HO CH3BT + H2O c) CHCI + HO CH31 + HO- d) CH2Br + H2O CH3Br + NH3 e) CH2Br DMSO CH3Br + HO CH3CH2OH Page 1

Answer 1

IN + HO Slow or → + Bv g'-alleyl halide v Byt Ho Faster i-alkyl halide VOH + BET Hone the reaction Kinction depends on the structure of alkyl halide for Sna reaction the structure alkyl halide i more favorable for i & least stable 1.37 3. In above is alkyl halide proced faster, The order of alley halide is هيجا Increasing siden for from ito 3o CHą Br + Ho“ Fastel che col + BV CH₂ Bv + H2o Slow CH₂-OH + HB Hore the reaction kinetica depends on the charge strength of mucleophile. More Chanyed muuleophule is the better le nucleophile Jo attack or dirplace leaving group. ad Ho is negative charge but Ho i neutral nucleophile so Ho is better nudeoplate for SNa so it proced. Juston rate

C). + Ho” sex chi pH + u- CH, I + HO Fastus CH2OH + I" Hore the reaction speed depends on the leaving group character. The sides of leaving group is Fece < Bv SI The I is the better leaving group F is very good leaving group the ci so it proced faster rate. > CH₃Br + Ho faster CH₂-OH + Har CH₂Br + Nitz Slowch CH3-Nitty + HBV Hor the reaction rate depends on the strength of nucleophile beet hare both the nucleophiles case no neutral but Hyo having oxygen having two love pain but WHz nitrogen having and one lone pain so to is better a good nucleophile its reaction proced faster nate

c) CH₂ Br - + Ho (Fastes) Dinco CH₂-OH + Bor Fastor D CH₂ Br + Ho- [slower Slowen CH₃OH + Br slower a CH2CH OH Hone reaction rate depends on the solvent. The sna reaction is favared by polar apnotic solventa so for that Dinso is best solvent Los sua reaction ito ng is proced Lastor anal rate. CH₃ CH₂OH i polar protic so it decreases reaction rate