Primary alcohols can be dehydrated in an acid-catalyzed reaction. The mechanism is an E2 elimination since a primary carbocation is too unstable to be forme Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions NOC XT H3C CH3 H OH₂ H₂O H3C CH3 CH₂ H3O+ H₂0

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter22: Carbonyl Alpha-substitution Reactions
Section22.SE: Something Extra
Problem 26MP: Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium...
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#6). 

Second picture shows instructions on how the arrows must be shown as.

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
incorrect
HCI:
correct
H
H₂C C+
incorrect
H
CH3
H₂C-C+
CH3
CH3
CH3
-H*
-H*
H*
H*
H₂C=C
H₂C=C
:ci:
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 incorrect HCI: correct H H₂C C+ incorrect H CH3 H₂C-C+ CH3 CH3 CH3 -H* -H* H* H* H₂C=C H₂C=C :ci: CH3 CH3 CH3 CH3
H3C
NA
H3C
CH3
CH3
ست
CH₂
Primary alcohols can be dehydrated in an acid-catalyzed reaction. The mechanism is an E2 elimination since a primary carbocation is too unstable to be formed.
Draw curved arrows to show the movement of electrons in this step of the mechanism.
Arrow-pushing Instructions
→ XI
OH
H
H3O+
H3C
OH₂ H₂O
CH3
H3C
H₂O
CH3
CH₂
H3O+
H₂0
Transcribed Image Text:H3C NA H3C CH3 CH3 ست CH₂ Primary alcohols can be dehydrated in an acid-catalyzed reaction. The mechanism is an E2 elimination since a primary carbocation is too unstable to be formed. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions → XI OH H H3O+ H3C OH₂ H₂O CH3 H3C H₂O CH3 CH₂ H3O+ H₂0
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