Question

1. Rank the alkyl halides in each group in order of increasing E2 reactivity. a. Br Br Br I П III b. Cн, Br Нас CI CH3 П III Rank the alkyl halides in each group of problem one in order of increasing El reactivity. 2. Which elimination reaction in each pair is faster? (I or II) 3. а. сн, Нас. Он Он II. b. HO DMSO он (CH),CCI (CH),CCI П. I. Н.о What alkenes are formed from each alkyl halide by an E2 reaction? Make sure to include all possible stereoisomers. Label the major product predicted by Zaitsev rule. Label the major product predicted by Hoffman rule. Label the major product that would be formed with the specified strong base. 4. а. "ОСCH]) - b. CH3 Но.

Answer 1

Bre 1. a (11) ( I) fore 'Ej, reeactivity is 3 alkyl 2. alkoll 1 alkyl halide ) halidé ... halide ^ Bre X c so heree, et UT) ) I ( Reactivity ored C CH3 Xci L a W CH₃ . H3C l (I) (2) CO () Here 'I' is more reactive than I because it is 2. alkyl halide and 'I' is I alkol halide on Now, in between 'I' and 'm', 'm oo is more reeactive as is weaker than C-cu boad.. so the reeactivita e oredere is (III) > (I) )(I)

. halide g. Fore 'ER' reactivity is 3 alkyl halide > 2 alkol halide > I alkyl halide (a) 111 111) I (Reactivity oreder). (b) 111 ) Illiu (Reactivity oredere ) As 'C- Bre' bond is weaker than ic-ci bond so 'Bre' is better leaving greoup than ar ] 3.ca, a CH3 CH3 -- SES 3.(a) n CH3 ai OHS (I) Hi Cici OH - CHya OH then x T I ishaofastere .. because it is halide? 2 alkol Poliole

сH3 CHI-º-c CH3 - Ho CH2= (9) (CH),cat 6H (*) " (CHS), CC. OF CH2 = = _CH 2 DMSO уо це Both the above reaction, followed 'El path way. . polare preotic solvent favoures ... the Ei reaction. so 'I' is fastore than I otic Solvent

CL A.com üret öc (CH3)3 → ~ + (Hoffmann Zaitsev O product ) product - (minore (majore preoduct) preoduct) As mora bulkiere base favoures 1. Hoffmann preoduct overe Zaitsen preoduct.so here ochz. is a bulkier base, so Hoffmann preoduct is majore preoduct. b. I CH3 inn † OH - CHI ^at ^ Zaitsev polt. Hoffmano (majore) (minore) As coH is less bulkiere base it favoures zaitsev reule.