
Interpretation:
Determine the mechanism for the cleavage of β-cyanoethyl protective group by using aqueous ammonia and state the type of occurring reaction.
Concept introduction:
The cleavage of β-cyanoethyl protective group occurs according to the β-elimination mechanism. In β-elimination mechanism, the bond β to the nucleophilic pair of electrons breaks. The elimination reaction involves the breaking of the sigma (σ) bond and the formation of new pie (π) bond. In this process a lone pair electron forms a double bond as the leaving group departs.
Given information:
The cleavage of β-cyanoethyl protective group can be done by aqueous ammonia. The by-product of this reaction is acrylonitrile.

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Chapter 28 Solutions
OWLv2 with Student Solutions Manual eBook, 4 terms (24 months) Printed Access Card for McMurry's Organic Chemistry, 9th
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- 6. Design the most efficient synthesis of the following product starting from phenot Provide the reaction conditions for each step (more than one step is required) and explain the selectivity of each reaction. NO MECHANISMS ARE REQUIRED. OH step(s) CIarrow_forwardWhat is the skeletal structure of the product of the following organic reaction?arrow_forwardIf a reaction occurs, what would be the major products? Please include a detailed explanation as well as a drawing showing how the reaction occurs and what the final product is.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning

