The following reaction shows the nucleophilic ring opening of an epoxide. CH3O Na SN2 CH3CH₂CH-CH₂ + CH3OH * denotes chiral center CH3CH₂CHCH₂OCH 3 OH Draw curved arrows to show the movement of electrons in the step of the mechanism shown below.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter10: Alcohols
Section: Chapter Questions
Problem 10.50P
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The following reaction shows the nucleophilic ring opening of an epoxide.
CH³CH₂C
CH3CH₂CH-CH₂ + CH3OH
Gr
* denotes chiral center
AC⇒x=
Draw curved arrows to show the movement of electrons in the step of the mechanism shown below.
Arrow-pushing Instructions
Check
Submit Answer
CH3O-Nat
SN2
CH3CH₂CH-CH₂ + CH3O: Na+ SN2 CH3CH₂CHCH₂CH3
:0:
:O:Na+
* denotes chiral center
Next (1 of 1)
Retry Entire Group
[References]
CH3CH₂CHCH₂OCH3
I
OH
2 more group attempts remaining
Transcribed Image Text:Steps 2 Next Step Watch all steps before attempting the question parts. The following reaction shows the nucleophilic ring opening of an epoxide. CH³CH₂C CH3CH₂CH-CH₂ + CH3OH Gr * denotes chiral center AC⇒x= Draw curved arrows to show the movement of electrons in the step of the mechanism shown below. Arrow-pushing Instructions Check Submit Answer CH3O-Nat SN2 CH3CH₂CH-CH₂ + CH3O: Na+ SN2 CH3CH₂CHCH₂CH3 :0: :O:Na+ * denotes chiral center Next (1 of 1) Retry Entire Group [References] CH3CH₂CHCH₂OCH3 I OH 2 more group attempts remaining
Draw the structural formula of the product of the reaction shown below.
O
In progress
Submit Answer
+ H₂O
Use the wedge/hash bond tools to indicate stereochemistry where it exists.
If the reaction produces a racemic mixture, just draw one stereoisomer.
/
Na OH
Retry Entire Group
Sn [1
?
ChemDoodle
2 more group attempts remaining
Transcribed Image Text:Draw the structural formula of the product of the reaction shown below. O In progress Submit Answer + H₂O Use the wedge/hash bond tools to indicate stereochemistry where it exists. If the reaction produces a racemic mixture, just draw one stereoisomer. / Na OH Retry Entire Group Sn [1 ? ChemDoodle 2 more group attempts remaining
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