Question

need help with these practice problems please :) if can help with all would greatly appreciate.

A. Predict how reaction conditions (substrate, nucleophile, leaving group, solvent) effect the rate of Swi and S2 reactions. Circle the faster substitution reaction among the following pairs. If the rate is not affected, circle both OH OH in acetone ta NaBr DMSO in H2O NaBr CH, OH V CI Br- na ro ChOH CHCI Bra CHCI ? © CN acetone CI- in H20 in H20

Answer 1

тро На0 , Here Both substrate same But nucleo Phili- city of nucleo philes are different and . This is an SNa reaction, nucleo Phili- city of 8h is greater than Hao as otyden has are charge. So, OH react faster to give on =) Product. so, 1st reaction faster b) apr BH, be does not give SN 1 c and SNO reaction.

- BP SNZ - (not stable vinyl cation) Nciety a BP SNZ nuo cannot attack as electron density of I electrons repude rupulses of nuo .so, the and reaction happened faster, e) ya in acetone tel Br in Hao This is an SNI reaction and SNL reaction good happened in Polana protic Solvent. Acetone = polar abrotic Hao → Protie. So; the and reaction goes faster

el BP (CH₃el 11 > Brod 1. This is an SN2 reaction -el so, in ift compound back .. side attack is face to Stepie repulsion. But in and case there is no sterie repusion. So, the 2nd reaction goes faster