7. Determine if the following will follow an E2 or El pathway. Since base strength plays such a pivotal role in an E2 process, a strong base will favor the E2 pathway. Since the base does not play a crucial role in the El process, a weak base will favor the El pathway. Br NaOH H3C I H H3C (stronger base) H. E2 - anti-periplanar geometry is required Br H3C I H20 (weaker base) H3C © H- H3C. H E1 - Zaitsev control because base is non-bulky intermediate cation does not require anti-periplanar geometry

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter18: Aromaticity
Section: Chapter Questions
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7. Determine if the following will follow an E2 or El pathway. Since base strength plays such a pivotal
role in an E2 process, a strong base will favor the E2 pathway. Since the base does not play a crucial
role in the El process, a weak base will favor the El pathway.
Br
NaOH
H3C
H
H3C
(stronger base)
E2 - anti-periplanar
geometry is required
H20
(weaker base)
Br
H3C
H
H3C ©
H
H-
H3C
'H.
E1 - Zaitsev control
because base is non-bulky
intermediate cation does not
require anti-periplanar geometry
Transcribed Image Text:7. Determine if the following will follow an E2 or El pathway. Since base strength plays such a pivotal role in an E2 process, a strong base will favor the E2 pathway. Since the base does not play a crucial role in the El process, a weak base will favor the El pathway. Br NaOH H3C H H3C (stronger base) E2 - anti-periplanar geometry is required H20 (weaker base) Br H3C H H3C © H H- H3C 'H. E1 - Zaitsev control because base is non-bulky intermediate cation does not require anti-periplanar geometry
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