2. Rate these in order of reactivity to S,1 reactions. (1=most reactive) CI CI

What is the missing reagent in the reaction below? of of. cr CI Multiple Choice O LIAIH4. [2] H2O (1] CH2=CHLI, [2] H2O (1]) (CH2=CH)2CULİ, (2) H20 (1] DIBAL-H, (2] H20

2. a) Draw the most stable carbocation intermediate for each diene when reacted with HBr. Show resonance structure. Label carbocations as 1º, 2º or 3º. b) Which compound a, b, or c produces the most stable intermediate, and briefly explain why. (. b) -0.00 a) HBr HBr 19 c) HBr

OH CH3-CH2-C-O-CH2-CH3 H OH CH3-CH₂-C-OH HI CH3-CH₂-0-0-CH₂-CH3 ||| Predict the product of the following reaction. + HO-CH2-CH3 H* O-CH2-CH3 CH3-CH2-C-O-CH2-CH3 H || CH3-CH₂-C-CH₂-CH3 IV A) I B) II C) III D) IV