Use the E2 mechanism to explain why when I is mixed with sodium ethoxide (NaOEt) in ethanol, the major product is III, but when II is mixed with sodium ethoxide in ethanol, the major product is IV. H3 C H3 C CH3 CI CH3 CH3 1 CI CH3 || H3C. CH3 H3C CH3 CH3 = ||| CH3 IV

Use the E2 mechanism to explain why when I is mixed with sodium ethoxide (NaOEt) in ethanol, the major product is III, but when II is mixed with sodium ethoxide in ethanol, the major product is IV. H3 C H3 C CH3 CI CH3 CH3 1 CI CH3 || H3C. CH3 H3C CH3 CH3 = ||| CH3 IV

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter14: Elimination

Section: Chapter Questions

Problem 22E

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Question

Use the E2 mechanism to explain why when I is mixed with sodium ethoxide (NaOEt) in ethanol, the major product is III, but when II is
mixed with sodium ethoxide in ethanol, the major product is IV.
H3C
CH3 H3C CH3
..CI
CI
CH3
I
CH3
||
H3C. CH3 H3C
CH3
E
|||
CH3
CH3
IV
SAN

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