Specifying Hotspot End Position Instructions Make the ends of your curved arrows specify the destination of the reorganizing electron(s) as exactly as ossible. Keep in mind that not all hotspots are interchangeable; for example, an arrow starting/ending at the nterior of an atom (represented by an atomic symbol) is not the same as an arrow starting/ending at a lone pair. correct Hi: incorrect HCI: correct H H₂CC+ incorrect H H₂C-C+ CH3 CH3 CH3 CH3 -H* -H* H* H* H₂C=C H₂C=C :CI: :ci: CH3 CH3 CH3 CH3

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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#6). Second picture shows how to use arrows correctly.

Specifying Hotspot End Position Instructions
Make the ends of your curved arrows specify the destination of the reorganizing electron(s) as exactly as
possible. Keep in mind that not all hotspots are interchangeable; for example, an arrow starting/ending at the
interior of an atom (represented by an atomic symbol) is not the same as an arrow starting/ending at a lone pair.
correct
H-ti:
incorrect
correct
H
H₂CC+
incorrect
H
CH3
H₂C-C+
CH3
CH3
CH3
-H*
-H*
H*
H*
H₂C=
H₂C=C
CH3
CH3
CH3
CH3
Transcribed Image Text:Specifying Hotspot End Position Instructions Make the ends of your curved arrows specify the destination of the reorganizing electron(s) as exactly as possible. Keep in mind that not all hotspots are interchangeable; for example, an arrow starting/ending at the interior of an atom (represented by an atomic symbol) is not the same as an arrow starting/ending at a lone pair. correct H-ti: incorrect correct H H₂CC+ incorrect H CH3 H₂C-C+ CH3 CH3 CH3 -H* -H* H* H* H₂C= H₂C=C CH3 CH3 CH3 CH3
H3C
H3C
CH3
CH3
OH
H
CH3
CH3
H3O*
Tertiary alcohols undergo elimination via an E1 mechanism since the tertiary carbocation intermediate is especially stable. Zaitsev's rule is followed in the elimination to give the more substituted alkene as the major product.
Draw curved arrows to show the movement of electrons in this step of the mechanism.
Arrow-pushing Instructions
NOC XT
H₂0
H3C
CH3
H3C
CH3
CH3
H₂O
CH3
H3O*
Transcribed Image Text:H3C H3C CH3 CH3 OH H CH3 CH3 H3O* Tertiary alcohols undergo elimination via an E1 mechanism since the tertiary carbocation intermediate is especially stable. Zaitsev's rule is followed in the elimination to give the more substituted alkene as the major product. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions NOC XT H₂0 H3C CH3 H3C CH3 CH3 H₂O CH3 H3O*
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