Consider the following reaction: O: 1. NaBH H3C CНз 2. D20 CH3 Complete the electron-pushing mechanism for the reaction by drawing the necessary organic structures and curved arrows for each step. Make sure to include all nonbonding electron pairs. Step 1: treatment with NaBH4 Add curved arrows for the first step. Treat Na as a spectator ion. Na -В- НзС. Cнз H CHз Step 2: treatment with D2O Add curved arrows for the second step Do not show Na* counter ion :ö |НзС- CH3 СHз Final products Draw the products of the last step (hint: one organic and one inorganic species), including all nonbonding electron pairs. Do not show Na* counter ion

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution
Section16.SE: Something Extra
Problem 30MP: The carbocation electrophile in a Friede1-Crafts reaction can be generated by an alternate means...
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If my first arrows are correct, then what would the second arrows look like?

Consider the following reaction:
O:
1. NaBH
H3C
CНз
2. D20
CH3
Complete the electron-pushing mechanism for the reaction by drawing the necessary organic structures and
curved arrows for each step. Make sure to include all nonbonding electron pairs.
Step 1: treatment with NaBH4
Add curved arrows for the first step.
Treat Na as a spectator ion.
Na
-В-
НзС.
Cнз
H
CHз
Transcribed Image Text:Consider the following reaction: O: 1. NaBH H3C CНз 2. D20 CH3 Complete the electron-pushing mechanism for the reaction by drawing the necessary organic structures and curved arrows for each step. Make sure to include all nonbonding electron pairs. Step 1: treatment with NaBH4 Add curved arrows for the first step. Treat Na as a spectator ion. Na -В- НзС. Cнз H CHз
Step 2: treatment with D2O
Add curved arrows for the second step
Do not show Na* counter ion
:ö
|НзС-
CH3
СHз
Final products
Draw the products of the last step (hint:
one organic and one inorganic species),
including all nonbonding electron pairs.
Do not show Na* counter ion
Transcribed Image Text:Step 2: treatment with D2O Add curved arrows for the second step Do not show Na* counter ion :ö |НзС- CH3 СHз Final products Draw the products of the last step (hint: one organic and one inorganic species), including all nonbonding electron pairs. Do not show Na* counter ion
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