*** ...|- O 1. CH3CH₂O- Na* 2. H, CH3CH₂OH

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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© Macmillan Learning
Draw the structure of the product formed in the reaction of an epoxide with ethoxide ion. If more than one stereochemical
product is possible, draw only one isomer.
I
1. CH3CH₂O- Na+
2. H+, CH3CH₂OH
Clearly indicate stereochemistry by drawing a wedged bond, a
dashed bond and two in-plane bonds per chiral carbon.
Œ
H
OH
Attempt 2
a
OH
Transcribed Image Text:on 26 of 33 > © Macmillan Learning Draw the structure of the product formed in the reaction of an epoxide with ethoxide ion. If more than one stereochemical product is possible, draw only one isomer. I 1. CH3CH₂O- Na+ 2. H+, CH3CH₂OH Clearly indicate stereochemistry by drawing a wedged bond, a dashed bond and two in-plane bonds per chiral carbon. Œ H OH Attempt 2 a OH
Expert Solution
Step 1: Interpretation of given problem

Three-membered rings formed by two carbon and one oxygen atom is known as epoxide ring. The heterocyclic epoxide ring is highly reactive due to the presence of angle strain in the ring.

The highly reactive epoxide ring is opened in the presence of a nucleophile. It gives a biomolecular nucleophilic substitution reaction (SN2) and the nucleophile attacks the less steric hindered carbon atom from the backside of the carbon-oxygen bond.

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