Question

Part A: Structural effects of SUBSTRATE on Srl and SN2 reactivity. RECORD YOUR OBSERVATIONS. Compound Butyl bromide 15 % Nal - acetone crystallization in 55 seconds 1% ethanolic silver nitrate did not crystallize in over 30 minutes Butyl chloride crystallization in 85 seconds Sec-butyl chloride crystallization in 5 minutes 25 seconds did not crystallize in over 30 minutes crystallization in 10 minutes 45 seconds crystallization in 2 minutes 20 seconds Tert-butyl chloride did not crystallize in over 30 minutes Crotyl chloride crystallized instantaneously crystallized instantaneously Write equations for the reactions investigated. Label Sn1 or Sn2.

Answer 1

I H₂C 15%. NaI- Br acetone, H₂C. butyl bromide This is S2 reaction. Primary halide backside attack is possible . 1) ethanolic no reaction. Silwer nitrate As it is halide Sul reaction is not possiblehere Br primary 2 157. Na I - acetone, H₃C I #3 C na butyl chloride This Ss 2 reaction. Primary Primary holide , backside attack is not possible

17. ethanolic reaction. AgNO3 Sarl reaction is not possible. primary halice 151. Nal acetone. I see-butyl chloride Secondary halide ; Sut reaction is possible untir slowes rate. 156 e thasole bet BEL & Aself Ag Noz Secondary halide SNl reaction is possible due to Stability of carbocation

15% H₃- -cl 542 text -buty Ichloride Agnoz/ EtOH • Et Mechanism H₂6 HC H3 142 E18 - H₃c COEL H3 Carbocation informadeale sproduct reaction tweough The go halide gives carbocation intermediate 157 Nal "chen SN2 crotyl chloride Ethanolic Agng ORG SNI Mechanism Je -I SN2 H₂4 SN2 product AgNO3 143 A- Ag ETOM stable i cartbocation H3 stable 2 Carbocation OTH SN product chlorid gives both SNl and sN 2 products crodyt